Unusual reactions of magnesium indolates with benzenesulfonyl chloride

E Wenkert, PDR Moeller, SR Piettre…

文献索引：Wenkert, Ernest; Moeller, Peter D. R.; Piettre, Serge R.; McPhail, Andrew T. Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3404 - 3409

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被引用次数: 24

摘要

Grignard reagents from N-unsubstituted indoles and benzenesulfonyl chloride undergo reaction such as to produce unstable intermediates of@-chlorination and a-sulfonylation, which are transformed into oxindoles or substituted indoles. In the same reaction, yuehchukene (the naturally occurring dehydroprenylindole dimer) is converted into a spirooxindole, containing a strained four-membered ring, which is changed into a ...