198020-48-3Relevant academic research and scientific papers
Heteroannulation through combined palladium catalysed and Friedel-Crafts reactions strategy: Synthesis of 3-alkylidene isoindolin-1-ones
Kundu, Nitya G.,Wahab Khan,Mukhopadhyay, Rupa
, p. 12361 - 12376 (1999)
The palladium-catalysed reactions of 2-iodobenzamides 1-5 with trimethylsilyl acetylene 6 led to 2-(2-trimethylsilyl)ethynyl benzamides 7-11 in excellent yields. The 2-(2-trimethylsilyl)ethynyl benzamides 7-11 underwent Friedel-Crafts reactions with acid
Palladium-catalysed heteroannulation with terminal alkynes: A highly regio- and stereoselective synthesis of (Z)-3-aryl(alkyl)idene isoindolin-1- ones
Kundu, Nitya G.,Khan, M. Wahab
, p. 4777 - 4792 (2007/10/03)
A highly regio- and stereoselective method for the synthesis of (Z)-3- aryl(alkyl)idene isoindolin-1-ones through palladium-copper catalysis is described. 2-Iodobenzamide 1 and its substituted derivatives 2-10 were reacted with terminal alkynes 11-19 in the presence of (PPh3)2PdCl2, CuI, and Et3N in DMF mostly at 80°C for 16 h to yield the 2-alkynyl substituted benzamides 20-38, 40-45, 77 which could then be cyclised with NaOEt in EtOH to the 3-aryl(alkyl)idene isoindolin-1-ones 46-49, 51, 53-55, 57, 59-71, 73 and 75. In certain cases, the isoindolin-1-ones 50, 52, 56 and 58 could be directly obtained by the palladium-catalysed reactions. (C) 2000 Elsevier Science Ltd.
An expeditious synthesis of Z-3-alkylidene isoindolinones via combined palladium catalysed and Friedel-Crafts reactions
Kundu, Nitya G.,Khan, M. Wahab
, p. 6937 - 6940 (2007/10/03)
N-Aryl(or, alkyl)-2-iodobenzamides underwent palladium-catalysed reaction with (trimethylsilyl)acetylene to form N-substituted-2-(trimethylsilyl)ethynyl benzamides, which on further Friedel-Crafts acylation and cyclisation yielded Z-3-alkylidene isoindolin-1-ones in a completely regio- and stereoselective manner.
