C,O-DILITHIATED DIARYLMETHANOLS - EASY AND IMPROVED PREPARATION BY NAPHTHALENE-CATALYZED LITHIATION OF DIARYL KETONES AND REACTIVITY TOWARD ELECTROPHILES

被引:41
作者
GUIJARRO, D [1 ]
MANCHENO, B [1 ]
YUS, M [1 ]
机构
[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,APDO 99,E-03080 ALICANTE,SPAIN
关键词
D O I
10.1016/S0040-4020(01)85822-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The lithiation of different diaryl ketones 1 with an excess of lithium powder and a catalytic amount (8 mol %) of naphthalene in tetrahydrofuran at -30-degrees-C leads to the formation of the corresponding dianions of the type I, with Met=Li, which react with several electrophiles (E+=MeI, EtBr, PriCHO, PhCHO, cyclohexanone, MeCN) to give, after hydrolysis, the expected substituted diarylmethanols 2.
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页码:1327 / 1334
页数:8
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