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New Addition Reactions of Organometal Compounds with 4,4-Dimethyl-1,3-thiazole-5(4H)-thiones

✍ Scribed by Junxing Shi; Heinz Heimgartner

Publisher
John Wiley and Sons
Year
1996
Tongue
German
Weight
963 KB
Volume
79
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Addition reactions of organometallic reagents with 4,4‐disubstituted 1,3‐thiazole‐5(4__H__)‐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).

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