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Synlett 1992; 1992(3): 233-234
DOI: 10.1055/s-1992-21324
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Free Radical Intermolecular Macrocyclization: An Extremely Facile Route to 12-Membered Thiacrown Ethers

Emmanuil I. Troyansky* , Margarita I. Lazareva, Dmitry V. Demchuk, Vyacheslav V. Samoshin, Yury A. Strelenko, Gennady I. Nikishin
  • *N. D. Zelinsky Institute of Organic Chemistry, the Russian Academy of Sciences, Leninsky prospekt 47, Moscow B-334, Russia
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Publication Date:
08 March 2002 (online)

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An effective method is developed for the construction of 12-membered thiacrown ethers [8-substituted 1,4-dioxa-7,10-dithiacyclododecanes (5a-c)] which involves homolytic cycloaddition of 3,6-dioxaoctane-1,8-dithiol (3) to alkynes 4a-c induced by tripropylborane in the presence of oxygen.

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