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Novel ring transformation in the reactions of 2-alkylidene-1,3,4-thiadiazolines and their selenium analogues

✍ Scribed by Tokitoh Norihiro; Choi Nami; Ando Wataru

Publisher: Elsevier Science
Year: 1990
Tongue: French
Weight: 260 KB
Volume: 31
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)94445-9

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✦ Synopsis

Several new reaction modes were found in the thermolysis and photolysis of ally1 substituted 2-alkylidene-1,3,4

and their selenium analogues. Photocheanical reaction of 2-alkylidene-1.3.4 thiad&olinesresultedinanovelfonnationofth" manimine derivatives via axatbioallyl intamed&s.

The chemistry of 1,3,4-chalchogenadiaxolines have been extensively explored as a means of providing synthetic routes to a variety of hinder& olefinsl and also as for generating thio-and selenocarbonyl ylides2 However, only a few has been reported on the thermolysis of 2-alkylidene-1,3,4&iadiaxolines

1.3 Thermal decomposition of 1 may be one of a good approach to produce allene episulfide 2. We have already reported that the thermal decomposition of 2-allrylidene-13,4-thiadiaxoline 'BU X 2 Et20/refluxl12h VW 60%

Ph x 2 Et201r.tJ3drys m 36%

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