期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 360, 期 1, 页码 180-185出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201701028
关键词
cascade C-N and C-S; C-Se bond; cooperative catalysis; heterocycles; LC-MS based reaction mechanism; reduction-cyclization-chalcogenylation
资金
- UGC New Delhi
In this work, a new strategy to synthesize 3-sulfenyl/selenyl indole is reported wherein LC-MS reveals a novel insight into synergistic cooperative effect of NaBH4-I-2 which allows cascade C-N and C-S/C-Se bond formations via reduction-nucleophilic cyclization-chalcogenylation, three steps in one-pot, towards regioselective synthesis of diverse 3-chalcogenyl indoles including 5-bromo-3-[(3,4,5-trimethoxyphenyl)thio]-1H-indole, a known lead anticancer compound, directly from 2-amino-phenacylchlorides and thiophenols or disulfides/diselenides in aqueous dioxane under transition-metal-free condition.
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