1,1-, 1,2-, and 1,4-Eliminations from the corresponding dihalogenated compounds using Bu(3)SnSiMe(3)-F

被引:39
作者
Sato, H [1 ]
Isono, N [1 ]
Miyoshi, I [1 ]
Mori, M [1 ]
机构
[1] HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
关键词
D O I
10.1016/0040-4020(96)00376-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stannyl anion 2, generated from Me(3)SiSnBu(3)(1)(6) in the presence of R(4)NX, CsF or TASF [(Et(2)N)(3)SSiMe(3)F(2)](7) in DMF under very mild conditions,(8) was used for 1,1-, 1,2-, or 1,4- elimination of an aryl or vinyl halide with an appropriate leaving group at the alpha-, beta-, or delta-position of halogen. Thus, alkylidene carbene 8 is generated from I,1-dihalo-alkene 6 or 7 and benzyne 10 is generated From 1,2-dibromobenzene 9 and an o-quinodimethane 12 was produced from alpha,alpha'-dibromoxylene 11a. Copyright (C) 1996 Elsevier Science Ltd
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页码:8143 / 8158
页数:16
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