Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 1, Pages 180-185Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201701028
Keywords
cascade C-N and C-S; C-Se bond; cooperative catalysis; heterocycles; LC-MS based reaction mechanism; reduction-cyclization-chalcogenylation
Categories
Funding
- UGC New Delhi
Ask authors/readers for more resources
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.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available