1??(2′??Anilinyl) prop??2??yn??1??ol Rearrangement for Oxindole Synthesis
…, T Limpanuparb, H Hirao, PWH Chan
Index: Kothandaraman, Prasath; Koh, Bing Qin; Limpanuparb, Taweetham; Hirao, Hajime; Chan, Philip Wai Hong Chemistry - A European Journal, 2013 , vol. 19, # 6 p. 1978 - 1985
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Citation Number: 12
Abstract
Abstract A synthetic method that relies on NIS (N-iodosuccinimide)-mediated cycloisomerization reactions of 1-(2′-anilinyl) prop-2-yn-1-ols to gem-3-(diiodomethyl) indolin-2-ones and 2-(iodomethylene) indolin-3-ones has been developed. The reactions were shown to be chemoselective, with secondary and tertiary alcoholic substrates exclusively giving the 3-and 2-oxindole products, respectively. In the case of the latter, the ...
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