202004-86-2Relevant academic research and scientific papers
Efficient Synthesis of a (Z)-3-Methyleneisoindolin-1-one Library Using Cu(OAc)2·H2O/DBU under Microwave Irradiation
Zhang, Li,Zhang, Yongliang,Wang, Xin,Shen, Jingkang
, p. 654 - 665 (2013/03/14)
Microwave-promoted efficient synthesis of a (Z)-3-methyleneisoindolin-1-one library from 2-bromobenzamides and terminal alkynes using Cu(OAc) 2·H2O/DBU is described. Various benzamide substituents, ring substitutions, including heter
Product selectivity control in the heteroannulation of o-(1-Alkynyl)benzamides
Bianchi, Gabriele,Chiarini, Marco,Marinelli, Fabio,Rossi, Leucio,Arcadi, Antonio
experimental part, p. 136 - 142 (2010/06/20)
The selective synthesis of (Z)- or (E)-3-aryl/vinyl/alkylidene-isoindolones, and 2-benzopyran derivatives from o-(1-alkynyl)benzamides by means of a suitable choice of bases or silver catalysis is described.
Assembly of substituted 3-methyleneisoindolin-1-ones via a cul/l-proline-catalyzed domino reaction process of 2-bromobenzamides and terminal alkynes
Li, Li,Wang, Miao,Zhang, Xiaojing,Jiang, Yongwen,Ma, Dawei
supporting information; experimental part, p. 1309 - 1312 (2009/08/07)
Cul/L-proline catalyzed coupling of 2-bromobenzamides and terminal alkynes in i-Pr0H (or DMF and DMSO) at 85-110 °C and subsequent additive cyclization produces substituted 3-methyleneisoindolin-1-ones. Variation of N-substituents, aromatic ring, and meth
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.
A highly regio and stereoselective synthesis of (Z)-3- aryl(alkyl)idene isoindolin-1-ones via palladium catalyzed annulation of terminal alkynes
Khan, M. Wahab,Kundu, Nitya G.
, p. 1435 - 1437 (2007/10/03)
o-Iodobenzamide or its N-substituted derivatives 4-10 and terminal alkynes 11-17 reacted in DMF in the presence of bis(triphenylphosphine)palladium(II)chloride, cuprous iodide and triethylamine leading to (Z)-3- arylidene isoindolin-1-ones (22, 24, 27 and 28) or o-alkynyl N-substituted benzamides (I). The latter could be cyclised with sodium in ethanol in a completely regio and stereoselective manner to (Z)-3-aryl(alkyl)idene isoindolin-1-ones 18-35.
