Tetrahedron

1, 1-, 1, 2-, and 1, 4-eliminations from the corresponding dihalogenated compounds using Bu 3 SnSiMe 3-F−

H Sato, N Isono, I Miyoshi, M Mori

Index: Sato, Hiroki; Isono, Naohiro; Miyoshi, Irie; Mori, Miwako Tetrahedron, 1996 , vol. 52, # 24 p. 8143 - 8158

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Citation Number: 33

Abstract

The stannyl anion 2, generated from Me3SiSnBu3 (1) 6 in the presence of R4NX, CsF or TASF [(Et2N) 3SSiMe3F2] 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 α-, β-, or δ- position of halogen. Thus, alkylidene carbene 8 is generated from 1, 1-dihalo-alkene 6 or 7 and benzyne 10 is generated from 1, 2-dibromobenzene 9 and an o-quinodimethane 12 ...