-
2
-
-
0032695065
-
-
(b) Benati, L.; Nanni, D.; Sangiorgi, C.; Spagnolo, P. J. Org. Chem. 1999, 64, 7836.
-
(1999)
J. Org. Chem
, vol.64
, pp. 7836
-
-
Benati, L.1
Nanni, D.2
Sangiorgi, C.3
Spagnolo, P.4
-
3
-
-
0037193106
-
-
(c) Benati, L.; Leardini, R.; Minozzi, M.; Nanni, D.; Spagnolo, P.; Strazzari, S.; Zanardi, G.; Calestani, G. Tetrahedron 2002, 58, 3485.
-
(2002)
Tetrahedron
, vol.58
, pp. 3485
-
-
Benati, L.1
Leardini, R.2
Minozzi, M.3
Nanni, D.4
Spagnolo, P.5
Strazzari, S.6
Zanardi, G.7
Calestani, G.8
-
4
-
-
17444396339
-
-
(d) Benati, L.; Bencivenni, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Scialpi, R.; Spagnolo, P.; Zanardi, G. J. Org. Chem. 2005, 70, 3046.
-
(2005)
J. Org. Chem
, vol.70
, pp. 3046
-
-
Benati, L.1
Bencivenni, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Scialpi, R.6
Spagnolo, P.7
Zanardi, G.8
-
5
-
-
0008751823
-
-
Selected examples:(a) Benati, L.; Montevecchi, P. C.; Spagnolo, P. Tetrahedron Lett. 1978, 815.
-
Selected examples:(a) Benati, L.; Montevecchi, P. C.; Spagnolo, P. Tetrahedron Lett. 1978, 815.
-
-
-
-
7
-
-
0000722245
-
-
(c) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1994, 116, 5521.
-
(1994)
J. Am. Chem. Soc
, vol.116
, pp. 5521
-
-
Kim, S.1
Joe, G.H.2
Do, J.Y.3
-
9
-
-
0032695066
-
-
(e) Kizil, M.; Patro, B.; Callaghan, O.; Murphy, J. A.; Hursthouse, M. B.; Hibbs, D. J. Org. Chem. 1999, 64, 7856.
-
(1999)
J. Org. Chem
, vol.64
, pp. 7856
-
-
Kizil, M.1
Patro, B.2
Callaghan, O.3
Murphy, J.A.4
Hursthouse, M.B.5
Hibbs, D.6
-
10
-
-
0037026502
-
-
(f) Benati, L.; Leardini, R.; Minozzi, M.; Nanni, D.; Spagnolo, P.; Strazzari, S.; Zanardi, G. Org. Lett. 2002, 4, 3079.
-
(2002)
Org. Lett
, vol.4
, pp. 3079
-
-
Benati, L.1
Leardini, R.2
Minozzi, M.3
Nanni, D.4
Spagnolo, P.5
Strazzari, S.6
Zanardi, G.7
-
11
-
-
0141740710
-
-
(g) Benati, L.; Calestani, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Spagnolo, P.; Strazzari, S. Org. Lett. 2003, 5, 1313.
-
(2003)
Org. Lett
, vol.5
, pp. 1313
-
-
Benati, L.1
Calestani, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Spagnolo, P.6
Strazzari, S.7
-
12
-
-
33746371089
-
-
(a) Benati, L.; Bencivenni, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Scialpi, R.; Spagnolo, P.; Zanardi, G. J. Org. Chem. 2006, 71, 5822.
-
(2006)
J. Org. Chem
, vol.71
, pp. 5822
-
-
Benati, L.1
Bencivenni, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Scialpi, R.6
Spagnolo, P.7
Zanardi, G.8
-
13
-
-
31144452519
-
-
(b) Benati, L.; Bencivenni, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Scialpi, R.; Spagnolo, P.; Zanardi, G. J. Org. Chem. 2006, 71, 434.
-
(2006)
J. Org. Chem
, vol.71
, pp. 434
-
-
Benati, L.1
Bencivenni, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Scialpi, R.6
Spagnolo, P.7
Zanardi, G.8
-
14
-
-
33745547362
-
-
(c) Benati, L.; Bencivenni, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Scialpi, R.; Spagnolo, P.; Strazzari, S.; Zanardi, G.; Rizzoli, C. Org. Lett. 2006, 8, 2499.
-
(2006)
Org. Lett
, vol.8
, pp. 2499
-
-
Benati, L.1
Bencivenni, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Scialpi, R.6
Spagnolo, P.7
Strazzari, S.8
Zanardi, G.9
Rizzoli, C.10
-
15
-
-
33645462345
-
-
Selected examples:(a) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1993, 115, 3328.
-
Selected examples:(a) Kim, S.; Joe, G. H.; Do, J. Y. J. Am. Chem. Soc. 1993, 115, 3328.
-
-
-
-
16
-
-
0029017041
-
-
(b) Kim, S.; Kim, S. S.; Seo, H. S.; Yoon, K. S. Tetrahedron 1995, 51, 8437.
-
(1995)
Tetrahedron
, vol.51
, pp. 8437
-
-
Kim, S.1
Kim, S.S.2
Seo, H.S.3
Yoon, K.S.4
-
21
-
-
1342327985
-
-
(g) Benati, L.; Bencivenni, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Scialpi, R.; Spagnolo, P.; Strazzari, S.; Zanardi, G.; Rizzoli, C. Org. Lett. 2004, 6, 417.
-
(2004)
Org. Lett
, vol.6
, pp. 417
-
-
Benati, L.1
Bencivenni, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Scialpi, R.6
Spagnolo, P.7
Strazzari, S.8
Zanardi, G.9
Rizzoli, C.10
-
22
-
-
0001626827
-
-
Montevecchi, P. C.; Navacchia, M. L.; Spagnolo, P. J. Org. Chem. 1997, 62, 5846.
-
(1997)
J. Org. Chem
, vol.62
, pp. 5846
-
-
Montevecchi, P.C.1
Navacchia, M.L.2
Spagnolo, P.3
-
23
-
-
37049091515
-
-
(a) Atmaran, S.; Forrester, A. E.; Gill, M.; Thomson, R. H. J. Chem. Soc., Perkin Trans. 1 1981, 1721.
-
(1981)
J. Chem. Soc., Perkin Trans. 1
, pp. 1721
-
-
Atmaran, S.1
Forrester, A.E.2
Gill, M.3
Thomson, R.H.4
-
24
-
-
33748588959
-
-
(b) Black, M.; Cadogan, J. I. M.; Leardini, R.; McDougald, G.; McNab, H.; Nanni, D.; Reed, D.; Zompatori, A. J. Chem. Soc., Perkin Trans. 1 1988, 1825.
-
(1988)
J. Chem. Soc., Perkin Trans. 1
, pp. 1825
-
-
Black, M.1
Cadogan, J.I.M.2
Leardini, R.3
McDougald, G.4
McNab, H.5
Nanni, D.6
Reed, D.7
Zompatori, A.8
-
25
-
-
33748630553
-
-
(c) Leardini, R.; McNab, H.; Nanni, D.; Parsons, S.; Reed, D.; Tenan, A. G. J. Chem. Soc., Perkin Trans. 1 1998, 1833.
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 1833
-
-
Leardini, R.1
McNab, H.2
Nanni, D.3
Parsons, S.4
Reed, D.5
Tenan, A.G.6
-
26
-
-
0034743042
-
-
(d) Creed, T.; Leardini, R.; McNab, H.; Nanni, D.; Nicolson, I. S.; Reed, D. J. Chem. Soc., Perkin Trans. 1 2001, 1079.
-
(2001)
J. Chem. Soc., Perkin Trans. 1
, pp. 1079
-
-
Creed, T.1
Leardini, R.2
McNab, H.3
Nanni, D.4
Nicolson, I.S.5
Reed, D.6
-
27
-
-
0034986517
-
-
(e) Bowman, W. R.; Bridge, C. F.; Cloonan, M. O.; Leach, D. C. Synlett 2001, 765.
-
(2001)
Synlett
, pp. 765
-
-
Bowman, W.R.1
Bridge, C.F.2
Cloonan, M.O.3
Leach, D.C.4
-
28
-
-
0036006960
-
-
(f) Bowman, W. R.; Bridge, C. F.; Brookes, P.; Cloonan, M. O.; Leach, D. C. J. Chem. Soc., Perkin Trans. 1 2002, 58.
-
(2002)
J. Chem. Soc., Perkin Trans. 1
, pp. 58
-
-
Bowman, W.R.1
Bridge, C.F.2
Brookes, P.3
Cloonan, M.O.4
Leach, D.C.5
-
29
-
-
0003168906
-
-
For reviews on aminyl radical cyclizations onto alkenes, see:a
-
For reviews on aminyl radical cyclizations onto alkenes, see:(a) Zard, S. Z. Synlett 1996, 1148.
-
(1996)
Synlett
, pp. 1148
-
-
Zard, S.Z.1
-
32
-
-
0034638755
-
-
(b) Bowman, W. R.; Bridge, C. F.; Brookes, P. Tetrahedron Lett. 2000, 41, 8989.
-
(2000)
Tetrahedron Lett
, vol.41
, pp. 8989
-
-
Bowman, W.R.1
Bridge, C.F.2
Brookes, P.3
-
34
-
-
0028348460
-
-
(a) Boivin, J.; Fouquet, E.; Zard, S. Z. Tetrahedron 1994, 50, 1745.
-
(1994)
Tetrahedron
, vol.50
, pp. 1745
-
-
Boivin, J.1
Fouquet, E.2
Zard, S.Z.3
-
35
-
-
0000062684
-
-
(b) LeTadic-Biadatti, M. H.; Callier-Doublanchet, A.-C.; Horner, J. H.; Quiclet-Sire, B.; Zard, S. Z.; Newcomb, M. J. Org. Chem. 1997, 62, 559.
-
(1997)
J. Org. Chem
, vol.62
, pp. 559
-
-
LeTadic-Biadatti, M.H.1
Callier-Doublanchet, A.-C.2
Horner, J.H.3
Quiclet-Sire, B.4
Zard, S.Z.5
Newcomb, M.6
-
36
-
-
0028886054
-
-
(c) Callier-Doublanchet, A.-C.; Horner, J. H.; Quiclet-Sire, B.; Zard, S. Z. Tetrahedron Lett. 1995, 36, 8791.
-
(1995)
Tetrahedron Lett
, vol.36
, pp. 8791
-
-
Callier-Doublanchet, A.-C.1
Horner, J.H.2
Quiclet-Sire, B.3
Zard, S.Z.4
-
39
-
-
0028235518
-
-
(c) Curran, D. P.; Yu, H.; Liu, H. Tetrahedron 1994, 50, 7343.
-
(1994)
Tetrahedron
, vol.50
, pp. 7343
-
-
Curran, D.P.1
Yu, H.2
Liu, H.3
-
40
-
-
33645797303
-
-
For very recent chemistry of carbamoyl radicals, see:a
-
For very recent chemistry of carbamoyl radicals, see:(a) Benati, L.; Bencivenni, G.; Leardini, R.; Minozzi, M.; Nanni, D.; Scialpi, R.; Spagnolo, P.; Zanardi, G. J. Org. Chem. 2006, 71, 3192.
-
(2006)
J. Org. Chem
, vol.71
, pp. 3192
-
-
Benati, L.1
Bencivenni, G.2
Leardini, R.3
Minozzi, M.4
Nanni, D.5
Scialpi, R.6
Spagnolo, P.7
Zanardi, G.8
-
41
-
-
2442630750
-
-
3SnH, see:(a) Beckwith, A. L. J.; Bowry, V. W.; Bowman, W. R.; Mann, E.; Parr, J.; Storey, J. M. D. Angew. Chem., Int. Ed. 2004, 43, 95.
-
3SnH, see:(a) Beckwith, A. L. J.; Bowry, V. W.; Bowman, W. R.; Mann, E.; Parr, J.; Storey, J. M. D. Angew. Chem., Int. Ed. 2004, 43, 95.
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43
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45249088578
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This mechanism apparently occurred to a minute extent also with iminyl radical 4e, as suggested by isolation of trace amounts of N-methyl-N-phenylcarbamoyl cyanide from the reaction of anilide 1e
-
This mechanism apparently occurred to a minute extent also with iminyl radical 4e, as suggested by isolation of trace amounts of N-methyl-N-phenylcarbamoyl cyanide from the reaction of anilide 1e.
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44
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0031570998
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To the best of our knowledge no previous instances of α-(aminocarbonyl)iminyl radicals are available in the literature. The chemistry of other α-carbonyl-substituted analogues is virtually unknown, but recent chemical and/or spectral evidence would indicate that α-benzoyliminyl radical undergoes rapid fragmentation into benzoyl radical and a nitrile at temperatures exceeding-60°C, whereas the α-fluoroformyl counterpart is relatively stable, see:(a) Groenenboom, C. J.; Hageman, H. J.; Oosterhoff, P.; Overeem, T.; Verbeck, J. J. Photochem. Photobiol. A 1997, 107, 261.
-
To the best of our knowledge no previous instances of α-(aminocarbonyl)iminyl radicals are available in the literature. The chemistry of other α-carbonyl-substituted analogues is virtually unknown, but recent chemical and/or spectral evidence would indicate that α-benzoyliminyl radical undergoes rapid fragmentation into benzoyl radical and a nitrile at temperatures exceeding-60°C, whereas the α-fluoroformyl counterpart is relatively stable, see:(a) Groenenboom, C. J.; Hageman, H. J.; Oosterhoff, P.; Overeem, T.; Verbeck, J. J. Photochem. Photobiol. A 1997, 107, 261.
-
-
-
-
45
-
-
33644643071
-
-
(b) Bucher, G.; Kolano, C.; Schade, O.; Sander, W. J. Org. Chem 2006, 71, 2135.
-
(2006)
J. Org. Chem
, vol.71
, pp. 2135
-
-
Bucher, G.1
Kolano, C.2
Schade, O.3
Sander, W.4
-
46
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45249107803
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In the case of iminyl 4f, alternative fragmentation at the alkyl side could be somewhat promoted by the notable stability of the released (3-indolyl)methyl radical
-
In the case of iminyl 4f, alternative fragmentation at the alkyl side could be somewhat promoted by the notable stability of the released (3-indolyl)methyl radical.
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-
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47
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45249102481
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The observed preference of iminyl radical 4 for β-fragmentation over intramolecular cyclization to oxoquinoxaline 7 was seemingly enhanced by the bulkyness of the adjacent R substituent (see Table 1).
-
The observed preference of iminyl radical 4 for β-fragmentation over intramolecular cyclization to oxoquinoxaline 7 was seemingly enhanced by the bulkyness of the adjacent R substituent (see Table 1).
-
-
-
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48
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0025324609
-
-
Selected examples:(a) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorov, R. L. J. Am. Chem. Soc. 1990, 112, 4011.
-
Selected examples:(a) Evans, D. A.; Britton, T. C.; Ellman, J. A.; Dorov, R. L. J. Am. Chem. Soc. 1990, 112, 4011.
-
-
-
-
49
-
-
0033515473
-
-
(b) Molina, P.; Fresneda, P. M.; Sanz, M. A. J. Org. Chem. 1999, 64, 2540.
-
(1999)
J. Org. Chem
, vol.64
, pp. 2540
-
-
Molina, P.1
Fresneda, P.M.2
Sanz, M.A.3
-
51
-
-
0041707953
-
-
(d) Horne, W. S.; Stout, C. S.; Ghadiri, M. R. J. Am. Chem. Soc. 2003, 125, 9372.
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 9372
-
-
Horne, W.S.1
Stout, C.S.2
Ghadiri, M.R.3
-
52
-
-
28244487376
-
-
(e) Yan, R. -B.; Yang, F.; Wu, Y.; Zhang, L.-H.; Ye, X.-S. Tetrahedron Lett. 2005, 46, 8993.
-
(2005)
Tetrahedron Lett
, vol.46
, pp. 8993
-
-
Yan, R.-B.1
Yang, F.2
Wu, Y.3
Zhang, L.-H.4
Ye, X.-S.5
-
53
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45249091044
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Tin radicals were probably destroyed to a certain extent through H-abstraction reaction with those cyclohexadienyl radicals that arose from intramolecular addition of 10a onto the adjacent aromatic ring
-
Tin radicals were probably destroyed to a certain extent through H-abstraction reaction with those cyclohexadienyl radicals that arose from intramolecular addition of 10a onto the adjacent aromatic ring.
-
-
-
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54
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45249112379
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-
Nitrile 12 was presumably the result of a β-hydrogen-atom abstraction mechanism operating on iminyl radical 10a.
-
Nitrile 12 was presumably the result of a β-hydrogen-atom abstraction mechanism operating on iminyl radical 10a.
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