-
1
-
-
84944048121
-
-
Katritzky, A. R, Rees, C. W, Eds, Pergamon Press: Oxford
-
(a) Porter, A. E. A. Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 3, pp 157-197.
-
(1984)
Comprehensive Heterocyclic Chemistry
, vol.3
, pp. 157-197
-
-
Porter, A.E.A.1
-
2
-
-
84943425073
-
-
Katritzky, A. R, Rees, C. W, Eds, Pergamon Press: Oxford
-
(b) Sainsburg, M. Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol 3, pp 995-1038.
-
(1984)
Comprehensive Heterocyclic Chemistry
, vol.3
, pp. 995-1038
-
-
Sainsburg, M.1
-
3
-
-
84943393261
-
-
Katritzky, A. R, Rees, C. W, Eds, Pergamon Press: Oxford
-
(c) Sharp, J. T. Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 7, pp 593-651.
-
(1984)
Comprehensive Heterocyclic Chemistry
, vol.7
, pp. 593-651
-
-
Sharp, J.T.1
-
4
-
-
2942549122
-
-
Katritzky, A. R., Ed. Chem. Rev. 2004, 104, 2125-2812.
-
(d) Katritzky, A. R., Ed. Chem. Rev. 2004, 104, 2125-2812.
-
-
-
-
5
-
-
16244407181
-
-
Double amination of olefins leading to the direct formation of diazacycies has been recently reported: (a) Hamaguchi, H, Kosaka, S, Ohno, H, Tanaka, T. Angew. Chem, Int. Ed. 2005, 44, 1513-1517
-
Double amination of olefins leading to the direct formation of diazacycies has been recently reported: (a) Hamaguchi, H.; Kosaka, S.; Ohno, H.; Tanaka, T. Angew. Chem., Int. Ed. 2005, 44, 1513-1517.
-
-
-
-
6
-
-
27144440348
-
-
(b) Streuff, J.; Hövelmann, C. H.; Nieger, M.; Muniz, K. J. Am. Chem. Soc. 2005, 127, 14586-14587.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 14586-14587
-
-
Streuff, J.1
Hövelmann, C.H.2
Nieger, M.3
Muniz, K.4
-
8
-
-
33846624362
-
-
(d) Du, H.; Zhao, B.; Shi, Y. J. Am. Chem. Soc. 2007, 129, 762-763.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 762-763
-
-
Du, H.1
Zhao, B.2
Shi, Y.3
-
9
-
-
33845754525
-
-
However, the same type of reaction across an acetylenic bond is rare. For example, see: e
-
However, the same type of reaction across an acetylenic bond is rare. For example, see: (e) Lipshutz, B. H.; Taft, B. R. Angew. Chem., Int. Ed. 2006, 45, 8235-8238.
-
(2006)
Angew. Chem., Int. Ed
, vol.45
, pp. 8235-8238
-
-
Lipshutz, B.H.1
Taft, B.R.2
-
10
-
-
28744437572
-
-
For a recent preparation of similar heterocycles starting with terminal acetylenes via olefin isomerization, see: Zulys, A, Dochnahl, M, Hollmann, D, Löhnwitz, K, Herrmann, J.-S, Roesky, P. W, Blechert, S. Angew. Chem, Int. Ed. 2005, 44, 7794-7798
-
For a recent preparation of similar heterocycles starting with terminal acetylenes via olefin isomerization, see: Zulys, A.; Dochnahl, M.; Hollmann, D.; Löhnwitz, K.; Herrmann, J.-S.; Roesky, P. W.; Blechert, S. Angew. Chem., Int. Ed. 2005, 44, 7794-7798.
-
-
-
-
11
-
-
1642391545
-
-
(a) Hirano, S.; Tanaka, R.; Urabe, H.; Sato, F. Org. Lett. 2004, 6, 727-729.
-
(2004)
Org. Lett
, vol.6
, pp. 727-729
-
-
Hirano, S.1
Tanaka, R.2
Urabe, H.3
Sato, F.4
-
13
-
-
0037420370
-
-
(c) Frederick, M. O.; Mulder, J. A.; Tracey, M. R.; Hsung, R. P.; Huang, J.; Kurtz, K. C. M.; Shen, L.; Douglas, C. J. J. Am. Chem. Soc. 2003, 125, 2368-2369.
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 2368-2369
-
-
Frederick, M.O.1
Mulder, J.A.2
Tracey, M.R.3
Hsung, R.P.4
Huang, J.5
Kurtz, K.C.M.6
Shen, L.7
Douglas, C.J.8
-
14
-
-
0142106421
-
-
(d) Jiang, L.; Job, G. E.; Klapars, A.; Buchwald, S. L. Org. Lett. 2003, 5, 3667-3669.
-
(2003)
Org. Lett
, vol.5
, pp. 3667-3669
-
-
Jiang, L.1
Job, G.E.2
Klapars, A.3
Buchwald, S.L.4
-
15
-
-
39049089528
-
-
For details, see the Supporting Information
-
For details, see the Supporting Information.
-
-
-
-
16
-
-
39049132923
-
-
2 (R = Ac or Boc) did not give such products. For deprotection of sulfonamides, see: Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 2nd ed.; Wiley: New York, 1991; pp 379-385.
-
2 (R = Ac or Boc) did not give such products. For deprotection of sulfonamides, see: Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 2nd ed.; Wiley: New York, 1991; pp 379-385.
-
-
-
-
17
-
-
39049150372
-
-
The direction of this ring closure (paths a or b) is hardly predictable a priori based on the available data such as those in refs 8 and 9.
-
The direction of this ring closure (paths a or b) is hardly predictable a priori based on the available data such as those in refs 8 and 9.
-
-
-
-
18
-
-
0344361923
-
-
Both 6-endo-dig and 5-exo-dig are favorable modes for ring closure. For Baldwin's rule, see: (a) Baldwin, J. E. J. Chem. Soc., Chem. Commun. 1976, 734-736.
-
Both 6-endo-dig and 5-exo-dig are favorable modes for ring closure. For Baldwin's rule, see: (a) Baldwin, J. E. J. Chem. Soc., Chem. Commun. 1976, 734-736.
-
-
-
-
19
-
-
34247146900
-
-
For 5-exo-dig cyclization with a nitrogen nucleophile, see: (b) Schomaker, J. M.; Geiser, A. R.; Huang, R.; Borhan, B. J. Am. Chem. Soc. 2007, 129, 3794-3795.
-
For 5-exo-dig cyclization with a nitrogen nucleophile, see: (b) Schomaker, J. M.; Geiser, A. R.; Huang, R.; Borhan, B. J. Am. Chem. Soc. 2007, 129, 3794-3795.
-
-
-
-
20
-
-
33746265841
-
-
For 6-endo-dig cyclization, see: (c) Yanada, R.; Obika, S.; Kono, H.; Takemoto, Y. Angew. Chem., Int. Ed. 2006, 45, 3822-3825.
-
For 6-endo-dig cyclization, see: (c) Yanada, R.; Obika, S.; Kono, H.; Takemoto, Y. Angew. Chem., Int. Ed. 2006, 45, 3822-3825.
-
-
-
-
21
-
-
18244388692
-
-
A nucleophile could be introduced to either 1- or 2-position of 1-(sulfonylamino)-1-alkynes depending upon the kind of reactions. For a reaction at the 1-position, see: (a) Zhang, Y.; Hsung, R. P.; Zhang, X.; Huang, J.; Slafer, B. W.; Davis, A. Org. Lett. 2005, 7, 1047-1050.
-
A nucleophile could be introduced to either 1- or 2-position of 1-(sulfonylamino)-1-alkynes depending upon the kind of reactions. For a reaction at the 1-position, see: (a) Zhang, Y.; Hsung, R. P.; Zhang, X.; Huang, J.; Slafer, B. W.; Davis, A. Org. Lett. 2005, 7, 1047-1050.
-
-
-
-
22
-
-
23944465510
-
-
For the 2-position, see: b
-
For the 2-position, see: (b) Chechik-Lankin, H.; Livshin, S.; Marek, I. Synlett 2005, 2098-2100.
-
(2005)
Synlett
, pp. 2098-2100
-
-
Chechik-Lankin, H.1
Livshin, S.2
Marek, I.3
-
23
-
-
2942556641
-
-
For reviews on the chemistry of (1-alkynyl)amine derivatives, see: c
-
For reviews on the chemistry of (1-alkynyl)amine derivatives, see: (c) Katritzky, A. R.; Jiang, R.; Singh, S. K. Heterocycles 2004, 63, 1455-1475.
-
(2004)
Heterocycles
, vol.63
, pp. 1455-1475
-
-
Katritzky, A.R.1
Jiang, R.2
Singh, S.K.3
-
24
-
-
0035801916
-
-
(d) Zificsak, C. A.; Mulder, J. A.; Hsung, R. P.; Rameshkumar, C.; Wei, L.-L. Tetrahedron 2001, 57, 7575-7606.
-
(2001)
Tetrahedron
, vol.57
, pp. 7575-7606
-
-
Zificsak, C.A.1
Mulder, J.A.2
Hsung, R.P.3
Rameshkumar, C.4
Wei, L.-L.5
-
25
-
-
39049164704
-
-
(e) Hsung, R. P., Ed. Tetrahedron 2006, 62, 3783-3938.
-
(2006)
Tetrahedron
, vol.62
, pp. 3783-3938
-
-
Hsung, R.P.1
-
26
-
-
4444376920
-
-
This outcome is consistent with that of the closely related cyclization of ref 8b. For reviews on hydroamination of alkynes, see: (a) Alonso, F, Beletskaya, I. P, Yus, M. Chem. Rev. 2004, 104, 3079-3159
-
This outcome is consistent with that of the closely related cyclization of ref 8b. For reviews on hydroamination of alkynes, see: (a) Alonso, F.; Beletskaya, I. P.; Yus, M. Chem. Rev. 2004, 104, 3079-3159.
-
-
-
-
29
-
-
33644758102
-
-
A normal double coupling of 1,1-dibromoolefin with a diamine derivative was also reported: Yuen, J.; Fang, Y.-Q.; Lautens, M. Org. Lett. 2006, 8, 653-656. The different substrate structures and reaction media may account for the change in the type of products.
-
A normal double coupling of 1,1-dibromoolefin with a diamine derivative was also reported: Yuen, J.; Fang, Y.-Q.; Lautens, M. Org. Lett. 2006, 8, 653-656. The different substrate structures and reaction media may account for the change in the type of products.
-
-
-
|