Abstract

An efficient method for protection-deprotection of the 2,3-bond of indoles was developed. Treatment of various indole derivatives with hypervalent iodine-ethylene glycol in the presence of ammonium chloride provided 2,3-ethylene glycol bridged adducts in excellent yields. The adducts, which possessed a masked form of pyrrole moiety in the indole nucleus, could be converted back to the mother indoles under mild reductive conditions.

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