New addition reactions of organometal compounds with 4,4-dimethyl-1,3-thiazole-5(4H)-thiones

被引：6

作者：

Shi, JX ^{[1
]}

Heimgartner, H ^{[1
]}

机构：

[1] UNIV ZURICH,INST ORGAN CHEM,CH-8057 ZURICH,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1996年 / 79卷 / 02期

关键词：

D O I：

10.1002/hlca.19960790206

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Addition reactions of organometallic reagents with 4,4-disubstituted 1,3-thiazole-5(4H)-thiones were studied. Whereas the reactions with alkyllithium and alkyl Grignard reagents occurred in the thiophilic manner, the carbophilic addition was observed with allyllithium and allyl Grignard reagents. A radical reaction mechanism is proposed for rationalizing these observations (Scheme 5). A radical cyclization of the prepared 5-allyl-4,5-dihydro-1,3-thiazole-5-thiol derivatives yielded 1,6-dithia-3-azaspiro[4.4]non-2-enes (Table 4).

引用

页码：371 / 384

页数：14

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