Carbon–Carbon Bond Formation by the Use of Chloroiodomethane as a C 1 Unit. II. The Preparation and Synthetic Application of 1-Chloro-3-iodoheptane

…, H Hokari, Y Umeda, H Hashimoto

文献索引：Miyano, Sotaro; Hokari, Hiroshi; Umeda, Yoshiharu; Hashimoto, Harukichi Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 3 p. 770 - 774

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被引用次数: 12

摘要

Terminal alkenes, R–CH= CH 2 (R= Et, n-Pr, n-Bu, n-Hex), were readily transformed into 1- chloro-3-iodoalkanes by the AIBN-induced free radical addition of chloroiodomethane. Thus, 1-chloro-3-iodoheptane was obtained from 1-hexene in an 88% yield; this in turn was allowed to react with dialkyl malonates in the presence of alkoxides in alcohols to give dialkyl 2-butylcyclobutane-1, 1-dicarboxylates and dialkyl (E)-3-octene-1, 1-dicarboxylates ...