期刊
ORGANIC LETTERS
卷 21, 期 12, 页码 4632-4637出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01532
关键词
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资金
- DST, SERB, Government of India via the Ramanujan fellowship [SR/S2/RJN-97/2012]
- UGC
- CSIR
- DST
- DST, SERB, Government of India, via the Extramural Research Grant [EMR/2014/000469]
We report herein a visible-light-promoted, highly practical carboxylation of readily accessible aryl triflates at ambient temperature and a balloon pressure of CO2 by the combined use of palladium and photoredox Ir(III) catalysts. Strikingly, the stoichiometric metallic reductant is replaced by a nonmetallic amine reductant providing an environmentally benign carboxylation process. In addition, one-pot synthesis of a carboxylic acid directly from phenol and modification of estrone and concise synthesis of pharmaceutical drugs adapalene and bexarotene have been accomplished via late-stage carboxylation reaction. Furthermore, a parallel decarboxylation-carboxylation reaction has been demonstrated in an H-type closed vessel that is an interesting concept for the strategic sector. Spectroscopic and spectroelectrochemical studies indicated electron transfer from the Ir(III)/DIPEA combination to generate aryl carboxylate and Pd(0) for catalytic turnover.
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