Synlett

A General Synthesis of 1-(Dialkylaminomethyl) indoles

BE Love, BT Nguyen

文献索引：Love, Brian E.; Nguyen, Binh T. Synlett, 1998 , # 10 p. 1123 - 1125

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被引用次数: 6

摘要

The dimethylaminomethyl group has proven to be a useful nitrogen protecting group for indoles1 as well as other heterocycles.2 It is able to direct metallation at C-2 of the indole ring, and can be removed using sodium borohydride,1b or in certain cases, with sodium methoxide.1a Preparation of 1-(N,N-dimethylamino)methylindole ("isogramine") 2a (Scheme 1) is typically accomplished by reaction of indole with dimethylamine and formaldehyde.3 Though this method ...