Functionalization of Quinolines through Copper‐Catalyzed Regioselective Halogenation Reaction | Zendy

Sahoo Harekrishna | Zendy; Ramakrishna Isai | Zendy; Baidya Mahiuddin | Zendy

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Functionalization of Quinolines through Copper‐Catalyzed Regioselective Halogenation Reaction

Author(s) -

Sahoo Harekrishna,

Ramakrishna Isai,

Baidya Mahiuddin

Publication year - 2016

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201600532

Subject(s) - regioselectivity , halogenation , catalysis , chemistry , halogen , combinatorial chemistry , copper , surface modification , chelation , coupling reaction , organic chemistry , alkyl

A copper‐catalyzed chelation‐controlled remote C–H halogenation of quinolines is developed. The reaction is scalable and proceeded with excellent C5‐regioselectivity offering halogen‐substituted 8‐aminoquinolines in very high yields (up to 97 %). The products were further utilized for various cross‐coupling reactions en route to highly C5‐functinonalized quinolines. As an application, synthesis of a bioactive compound having tumor‐suppressor activity was accomplished.

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