Metal‐Free, Regioselective, Dehydrogenative Cross‐Coupling between Formamides/Aldehydes and Coumarins by C–H Functionalization | Zendy

Gupta Mohit | Zendy; Kumar Prashant | Zendy; Bahadur Vijay | Zendy; Kumar Krishan | Zendy; Parmar Virinder S. | Zendy; Singh Brajendra K. | Zendy

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Metal‐Free, Regioselective, Dehydrogenative Cross‐Coupling between Formamides/Aldehydes and Coumarins by C–H Functionalization

Author(s) -

Gupta Mohit,

Kumar Prashant,

Bahadur Vijay,

Kumar Krishan,

Parmar Virinder S.,

Singh Brajendra K.

Publication year - 2018

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201701764

Subject(s) - regioselectivity , formamides , chemistry , combinatorial chemistry , surface modification , substrate (aquarium) , coupling reaction , organic chemistry , catalysis , oceanography , geology

A highly efficient, single‐step, metal‐free synthetic approach to the synthesis of coumarin‐3‐carboxamides has been developed. The protocol employs tert ‐butyl peroxybenzoate as a radical initiator to achieve the regioselective carboxamidation of coumarins at C‐3 in good‐to‐moderate yields. The established reaction protocol offers a wide substrate scope as it allows the use of both formamides as well as aldehydes as coupling partners with excellent regioselectivity. Furthermore, mechanistic investigations illustrate that the reaction proceeds by a free‐radical pathway.

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