SCOPUS 정보 검색 플랫폼

Volumn 38, Issue 3, 2009, Pages 248-249

Radical addition of alkyl halides to 2-methylene-1,3-dithiane monoxide as a ketene equivalent

Author keywords

[No Author keywords available]

Indexed keywords

EID: 66149141119 PISSN: 03667022 EISSN: 13480715 Source Type: Journal
DOI: 10.1246/cl.2009.248 Document Type: Article

Times cited : (7)

References (19)

1
- 32044469880
- For recent review, see
- For recent review, see: T. T. Tidwell, Eur. J. Org. Chem. 2006, 563.
- (2006) Eur. J. Org. Chem , pp. 563
- Tidwell, T.T.¹

3
- 84976899287
- H. Staudinger, Justus Liebigs Ann. Chem. 1907, 356, 51.
- (1907) Justus Liebigs Ann. Chem , vol.356 , pp. 51
- Staudinger, H.¹

4
- 0001119728
- H. Wynberg, E. G. J. Staring, J. Am. Chem. Soc. 1982, 104, 166.
- (1982) J. Am. Chem. Soc , vol.104 , pp. 166
- Wynberg, H.¹ Staring, E.G.J.²

5
- 0000978257
- H. Wynberg, E. G. J. Staring, J. Org. Chem. 1985, 50, 1977.
- (1985) J. Org. Chem , vol.50 , pp. 1977
- Wynberg, H.¹ Staring, E.G.J.²

6
- 0344443338
- T. Machiguchi, J. Okamoto, J. Takachi, T. Hasegawa, S. Yamabe, T. Minato, J. Am. Chem. Soc. 2003, 125, 14446.
- (2003) J. Am. Chem. Soc , vol.125 , pp. 14446
- Machiguchi, T.¹ Okamoto, J.² Takachi, J.³ Hasegawa, T.⁴ Yamabe, S.⁵ Minato, T.⁶

7
- 0033611968
- W. Huang, H. Henry-Riyad, T. T. Tidwell, J. Am. Chem. Soc. 1999, 121, 3939.
- (1999) J. Am. Chem. Soc , vol.121 , pp. 3939
- Huang, W.¹ Henry-Riyad, H.² Tidwell, T.T.³

8
- 0032567408
- K. Sung, T. T. Tidwell, J. Org. Chem. 1998, 63, 9690.
- (1998) J. Org. Chem , vol.63 , pp. 9690
- Sung, K.¹ Tidwell, T.T.²

9
- 0001969507
- K. Ogura, N. Sumitani, A. Kayano, H. Iguchi, M. Fujita, Chem. Lett. 1992, 1487.
- (1992) Chem. Lett , pp. 1487
- Ogura, K.¹ Sumitani, N.² Kayano, A.³ Iguchi, H.⁴ Fujita, M.⁵

10
- 34250155312
- a) S. Yoshida, H. Yorimitsu, K. Oshima, J. Organomet. Chem. 2007, 692, 3110.
- (2007) J. Organomet. Chem , vol.692 , pp. 3110
- Yoshida, S.¹ Yorimitsu, H.² Oshima, K.³

11
- 34347335756
- S. Yoshida, H. Yorimitsu, K. Oshima, Synlett., 2007, 1622.
- (2007) Synlett , pp. 1622
- Yoshida, S.¹ Yorimitsu, H.² Oshima, K.³

12
- 38349166185
- S. Yoshida, H. Yorimitsu, K. Oshima, Org. Lett. 2007, 9, 5573.
- (2007) Org. Lett , vol.9 , pp. 5573
- Yoshida, S.¹ Yorimitsu, H.² Oshima, K.³

13
- 49149120184
- S. Yoshida, H. Yorimitsu, K. Oshima, Chem. Lett. 2008, 37, 786.
- (2008) Chem. Lett , vol.37 , pp. 786
- Yoshida, S.¹ Yorimitsu, H.² Oshima, K.³

14
- 66149097866
- S. Yoshida, H. Yorimitsu, K. Oshima, Heterocycles 2008, 76, 679.
- (2008) Heterocycles , vol.76 , pp. 679
- Yoshida, S.¹ Yorimitsu, H.² Oshima, K.³

15
- 33845377664
- H. G. Viehe, Z. Janousek, R. Merenyi, Acc. Chem. Res. 1985, 18, 148.
- (1985) Acc. Chem. Res , vol.18 , pp. 148
- Viehe, H.G.¹ Janousek, Z.² Merenyi, R.³

16
- 84869341549
- Experimental procedure: A benzene (1.0 mL) solution of 2-methylene-1, 3-dithiane 1-oxide (1a, 49.4 mg, 0.33 mmol, 2-bromo-2-methylpropane (0.11 mL, 0.99 mmol, and 2, 2'-azobis (isobutyronitrile, 5.0 mg, 0.030 mmol) was placed in a flask under an atmosphere of argon. Then, a benzene (1.0 mL) solution of tributy kin hydride (0.18 mL, 0.66 mmol) was added over 1 h with a syringe pump at reflux. After the addition was completed, the mixture was stirred for an additional 1 h at the same temperature. The reaction mixture was poured into saturated aqueous NaHCO3 (5 mL) and extracted with EtOAc (3 × 10 mL, The combined organic layer was dried over anhydrous Na 2SO4 and concentrated in vacuo. Purification by chromatography on silica gel (hexane/AcOEt=1/2) provided 2-(2, 2-dimethylpropyl, 1, 3-dithiane 1-oxide 3a, 58.0 mg, 84
- 4 and concentrated in vacuo. Purification by chromatography on silica gel (hexane/AcOEt=1/2) provided 2-(2, 2-dimethylpropyl) -1, 3-dithiane 1-oxide (3a, 58.0 mg, 84%).

17
- 0002080310
- Smooth hydrogen abstraction from triphenyltin hydride would increase the efficiency of the reaction, because of the weaker Sn-H bond of triphenyltin hydride. See: C. Chatgilialoglu, M. Newcomb, Adv. Organomet. Chem. 1999, 44, 67
- Smooth hydrogen abstraction from triphenyltin hydride would increase the efficiency of the reaction, because of the weaker Sn-H bond of triphenyltin hydride. See: C. Chatgilialoglu, M. Newcomb, Adv. Organomet. Chem. 1999, 44, 67.

18
- 3843146375
- M. deGreef, S. Z. Zard, Tetrahedron 2004, 60, 7781.
- (2004) Tetrahedron , vol.60 , pp. 7781
- deGreef, M.¹ Zard, S.Z.²

19
- 0037769112
- A. Sliwinska, A. Zwierzak, Tetrahedron 2003, 59, 5927.
- (2003) Tetrahedron , vol.59 , pp. 5927
- Sliwinska, A.¹ Zwierzak, A.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.