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Multicomponent domino protocol for the stereoselective synthesis of novel pyrrolo[3,2-c]quinolinone hybrid heterocycles.

Authors :
Arumugam, Natarajan
Almansour, Abdulrahman I.
Kumar, Raju Suresh
Altaf, Mohammad
Mahalingam, S.M.
Periyasami, Govindasami
Menéndez, J. Carlos
Ali Al-Aizari, Abdul Jaleel Mohammad
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Feb2019, Vol. 60 Issue 8, p602-605. 4p.
Publication Year :
2019

Abstract

Graphical abstract Highlights • A series of structurally intriguing pyrrolo[3,2- c ]quinolinones were synthesized in excellent yields. • These heterocyclic hybrids were achieved employing multicomponent domino protocol. • The reaction provided five new bonds, three new rings and four contiguous stereocenters. Abstract A series of structurally intriguing novel pyrrolo[3,2- c ]quinolinone heterocyclic hybrids have been synthesized for the first time via a one-pot multicomponent domino reaction sequence that involves a 1,3-dipolar cycloaddition and two subsequent annulation steps. Baylis-Hillman adducts derived from various substituted benzaldehyde and methyl acrylate in presence of DABCO were used as a dipolarophiles, while the 1,3-dipole components were azomethine ylides, formed in situ from isatin derivatives and l -phenylalanine. The reaction generated five new bonds, three new rings and four contiguous stereocenters, which were created with full diastereomeric control. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00404039
Volume :
60
Issue :
8
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
134530742
Full Text :
https://doi.org/10.1016/j.tetlet.2019.01.035