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Cu(I)‐Catalyzed Site Selective Acyloxylation of Indoline Using O 2 as the Sole Oxidant
Author(s) -
Ahmad Ashfaq,
Dutta Himangsu Sekhar,
Khan Bhuttu,
Kant Ruchir,
Koley Dipankar
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800040
Subject(s) - chemistry , indoline , regioselectivity , catalysis , alkyl , aryl , combinatorial chemistry , copper , organic chemistry
A Cu(I)‐catalyzed regioselective cross‐dehydrogenative coupling of indoline with a variety aryl and alkyl carboxylic acids is described. The divergent process for the oxygenation was achieved in satisfactory yields under additive free conditions, which provides an efficient strategy for the regioselective C7 functionalization of indolines using inexpensive copper catalyst. Oxygen as the sole oxidant is required in this protocol. The method is tolerated by a wide range of functional groups. Preliminary mechanistic study provided support for a reversible C−H bond metallation step.