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

Satyanarayana, G. and Sreenivasulu, Chinnabattigalla and Ghora, Santanu (2022) A Domino Heck Coupling–Cyclization–Dehydrogenative Strategy for the One-Pot Synthesis of Quinolines. Synthesis, 54 (02). pp. 393-402. ISSN 0039-7881

Full text not available from this repository. (Request a copy)

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. © 2021. Thieme. All rights reserved.

[error in script]

IITH Creators:

IITH Creators	ORCiD
Satyanarayana, G.	UNSPECIFIED

Item Type:

Article

Additional Information:

We are grateful to the Department of Science and Technology, Science and Engineering Research Board (DST-SERB), New Delhi (Grant No. EMR/2017/005312) for financial support. C.B.S. thanks the University Grants Commission (UGC), India, for the award of a research fellowship. ScienceandEngineeingReeachBoad(EMR/2017005312UnivesiytGansCommission

Uncontrolled Keywords:

deuterated quinolines; Heck coupling; iodoanilines; palladium catalysis; quinolines

Subjects:

Chemistry

Divisions:

Department of Chemistry

Depositing User:

. LibTrainee 2021

Date Deposited:

29 Jul 2022 04:25

Last Modified:

29 Jul 2022 04:25