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Copper‐Catalyzed Stereoselective Domino Synthesis of ( Z )‐3‐Methyleneisoindolin‐1‐one
Author(s) -
Hazarika Debojit,
Phukan Prodeep
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201702875
Subject(s) - stereoselectivity , catalysis , domino , alkyne , intermolecular force , yield (engineering) , chemistry , copper , coupling (piping) , polymer chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , materials science , molecule , metallurgy
Stereoselective synthesis of ( Z )‐3‐methyleneisoindolin‐1‐one has been achieved via intermolecular coupling of terminal alkynes and 2‐halobenzamide using a square pyramidal [Cu(DMAP) 4 I]I complex as catalyst within a short time. This cross coupling reaction features the use of unprotected 2‐halobenzamide to achieve excellent yield of corresponding isoindolin‐1‐ones with free NH group. The catalyst was also found to be equally active for N‐substituted 2‐halobenzamide, phenyl propiolic acids and silylated alkyne.