A Domino Heck Coupling–Cyclization–Dehydrogenative Strategy for the One-Pot Synthesis of Quinolines

Ghora, S. and Sreenivasulu, C. and Satyanarayana, G. (2021) A Domino Heck Coupling–Cyclization–Dehydrogenative Strategy for the One-Pot Synthesis of Quinolines. Synthesis. a1589. ISSN 1437-210X

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Abstract

An efficient, one-pot, domino synthesis of quinolines via the coupling of iodoanilines with allylic alcohols facilitated by palladium catalysis is described. The overall synthetic process involves an intermolecular Heck coupling between 2-iodoanilines and allylic alcohols, intramolecular condensation of in situ generated ketones with an internal amine functional group, and a dehydrogenation sequence. Notably, this protocol occurs in water as a green solvent. Significantly, the method exhibits broad substrate scope and is applied for the synthesis of deuterated quinolines through a deuterium-exchange process.

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IITH Creators:	IITH Creators ORCiD Satyanarayana, Gedu UNSPECIFIED
Item Type:	Article
Uncontrolled Keywords:	deuterated quinolines, Heck coupling, iodoanilines, palladium catalysis, quinolines
Subjects:	Chemistry
Divisions:	Department of Chemistry
Depositing User:	Mrs Haseena VKKM
Date Deposited:	03 Nov 2021 06:04
Last Modified:	18 Feb 2022 09:19
URI:	http://raiithold.iith.ac.in/id/eprint/8869
Publisher URL:	http://www.thieme-connect.de/DOI/DOI?10.1055/a-158...
OA policy:	https://v2.sherpa.ac.uk/id/publication/10869
Related URLs:	Author

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