NAPHTHALENE-CATALYZED REDUCTIVE DESULFONYLATION WITH LITHIUM - ALKYLLITHIUMS FROM ALKYL PHENYL SULFONES

被引:27
作者
GUIJARRO, D [1 ]
YUS, M [1 ]
机构
[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,E-03080 ALICANTE,SPAIN
关键词
D O I
10.1016/S0040-4039(00)76673-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of alkyl aryl sulfones 1 with an excess of lithium powder and a catalytic amount of naphthalene (8 mol %) in the presence of a carbonyl compound [(PrCHO)-C-i, PhCHO, Et(2)CO, (CH2)(5)CO] or trimethylchlorosilane (Barbier-type conditions) in THF at temperatures ranging between -78 and 20 degrees C leads, after hydrolysis with water, to the expected coupling products, arising from the corresponding alkyllithium in situ generated, in 30-61% yields.
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页码:2965 / 2968
页数:4
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