SYNTHESIS OF TRIMETHYL ALPHA-KETO TRITHIOORTHOESTERS AND DIMETHYL ALPHA-KETO DITHIOACETALS BY REACTION OF ESTERS WITH TRIS (METHYLTHIO)METHYLLITHIUM

被引：16

作者：

BARBERO, M ^{[1
]}

CADAMURO, S ^{[1
]}

DEGANI, I ^{[1
]}

DUGHERA, S ^{[1
]}

FOCHI, R ^{[1
]}

机构：

[1] UNIV TURIN,IST CHIM ORGAN,I-10125 TURIN,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 19期

关键词：

D O I：

10.1021/jo00124a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A complete study has been made of the reaction of tris(methylthio)methyllithium with aromatic, heteroaromatic, and aliphatic esters. It is a one-pot reaction that despite its complexity, and depending on the reagent ratios, the reaction conditions, and the possible use of additional reagents (N-(methylthio)phthalimide or BuLi), can supply easily, in excellent and reproducible yields, the trimethyl alpha-keto trithioorthoesters 3 or, alternatively, the dimethyl a-keto dithioacetals 4. The reaction mechanism has been elucidated.

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页码：6017 / 6024

页数：8

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