Thiol-catalyzed acyl radical cyclization of alkenals

K Yoshikai, T Hayama, K Nishimura…

文献索引：Yoshikai, Kazuya; Hayama, Tomoharu; Nishimura, Katsumi; Yamada, Ken-Ichi; Tomioka, Kiyoshi Journal of Organic Chemistry, 2005 , vol. 70, # 2 p. 681 - 683

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被引用次数: 60

摘要

Thiol-catalyzed direct generation of acyl radicals and their intramolecular addition to olefins of alkenals gave 2-substituted five-and six-membered cyclic ketones in reasonably good yields. The combination of odorless tert-dodecanthiol and AIBN or V-40 was the initiator of choice among surveyed radical generators for the cyclization of alkenals. Aldehydes having electron-deficient olefins cyclized more easily than those having unactivated olefins.