Reaction of β-(2-aminophenyl)-α,β-Ynones with Tosyl Isocyanate: Experimental and Computational Investigations

被引:10
|
作者
Rode, Navnath D. [1 ]
Aschi, Massimiliano [1 ]
Chiarini, Marco [2 ]
Del Vecchio, Luana [1 ]
Marinelli, Fabio [1 ]
Arcadi, Antonio [1 ]
机构
[1] Univ Aquila, Dipartimento Sci Fis & Chim, Via Vetoio, I-67010 Coppito, AQ, Italy
[2] Univ Teramo, Fac Biosci & Tecnol Agroalimentari & Ambientali, Via Balzarini 1, I-64100 Teramo, TE, Italy
关键词
beta-(2-Aminophenyl); alpha; beta-ynones; 2-Aroyl-1H-indole-3; carboxamides; Tosyl isocyanate; Aminocarboxyamidation; DFT; CATALYZED CYCLIZATION; HETEROCYCLIZATION; DENSITY;
D O I
10.1002/adsc.201800733
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A practical metal-free approach to the synthesis of 2-aroyl-N-tosyl-1H-indole-3 carboxamides through an unprecedented sequential 5-endo-dig cycloamination /carboxamidation reaction of beta-(2-aminophenyl)-alpha,beta-ynones with the tosyl isocyanate is described. A computational model gives a plausible rationale for the unexpected results.
引用
收藏
页码:3672 / 3676
页数:5
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