ARENE-CATALYZED REDUCTIVE DESULFONYLATION AND DESULFINYLATION REACTIONS - NEW ROUTES FOR ALKYLLITHIUMS

被引：23

作者：

ALONSO, E ^{[1
]}

GUIJARRO, D ^{[1
]}

YUS, M ^{[1
]}

机构：

[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,E-03080 ALACANT,SPAIN

来源：

TETRAHEDRON | 1995年 / 51卷 / 09期

关键词：

D O I：

10.1016/0040-4020(94)01116-H

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of alkyl phenyl sulfones (1) with an excess of lithium powder and a catalytic amount of naphthalene (8 mol %) in the presence of a carbonyl compound or chlorotrimethylsilane (Barbier-type conditions) in THF at temperatures ranging between -78 and 20 degrees C leads, after hydrolysis, to the expected products (2) arising from the corresponding alkyllithium generated in situ. When the same methodology is applied to sulfolene (3) or different alkyl phenyl sulfoxides (6), cyclic sulfinates 5 or products 2 are, respectively, obtained, the yields being, in general modest.

引用

页码：2699 / 2708

页数：10

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