Dimetalation of isopropenylacetylene. Application in the synthesis of 3-methylselenophen, 3-methylene-2, 3-dihydroselenophen and the tellurium analogues

W Kulik, HD Verkruijsse, RLP De Jong, H Hommes…

文献索引：Kulik, W.; Verkruijsse, H. D.; Jong, R. L. P. de; Hommes, H.; Brandsma, L. Tetrahedron Letters, 1983 , vol. 24, # 21 p. 2203 - 2204

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被引用次数: 21

摘要

Abstract Reaction of the dilithio derivative of isopropenylacetylene with one equivalent of selenium or tellurium, followed by addition of t-BuOH and HMPT gives 3-methylene-2, 3- dihydroselenophen and 3-methylselenophen or 3-methylene-2, 3-dihydrotellurophen in reasonable yields. The latter compound can be converted into 3-methyltellurophen by treatment with t-BuOK in HMPT.