128425-77-4Relevant academic research and scientific papers
Copper-catalysed synthesis of 3-hydroxyisoindolin-1-ones from benzylcyanide 2-iodobenzamides
Kavala, Veerababurao,Wang, Chen-Yu,Wang, Cheng-Chuan,Patil, Prakash Bhimrao,Fang, ChiaChi,Kuo, Chun-Wei,Yao, Ching-Fa
, p. 988 - 998 (2020)
An efficient one-pot two-step sequential reaction for the synthesis of biologically active 3-hydroxyisoindolin-1-one derivatives from 2-iodobenzamide derivatives and various substituted benzyl cyanides in the presence of CuCl and cesium carbonate in DMSO is reported. Furthermore, 3-hydroxyisoindolinone derivatives possessing bromo substituents were obtained from 2-iodobenzamide and 2-bromobenzyl cyanide substrates in two steps. Benzyl cyanide has been successfully used for the first time as a benzoyl synthon for the synthesis of 3-hydroxyisoindolin-1-ones. Interestingly, the mechanism of formation of 3-hydroxyisoindolin-1-ones is a novel pathway that involves carbon degradation followed by ring contraction.
Some Isoindolo-fused Heterocyclic Systems by Cyclodehydration of N-Arylalkyl-3-hydroxyphthalimidines
Hitchings, Gregory J.,Helliwell, Madeleine,Vernon, John M.
, p. 83 - 87 (2007/10/02)
α-Hydroxy-lactams formed by reduction or Grignard addition to appropriately N-substituted phthalimides (1a-d) undergo acid-catalysed cyclodehydration to derivatives of the isoindolo-fused heterocyclic systems (6)-(10).Ring closures to the naphthalene 2- or 8-position are observed to occur with N-1-naphthylalkyl substituents, the latter proved by an X-ray crystal structure determination of 13b-phenyl-7H-benzisoindoloisoquinolin-9(13H)-one (9b).
