银催化与金催化的未保护2-炔基苯胺与过氧单硫酸钾的顺序氧化环化反应

Silver- versus gold-catalyzed sequential oxidative cyclization of unprotected 2-alkynylanilines with oxone.

作者信息

Arcadi A, Chiarini M, Del Vecchio L, Marinelli F, Michelet V

机构信息

Dipartimento di Scienze Fisiche e Chimiche, Università di L'Aquila, Via Vetoio-67010 Coppito (AQ), Italy.

Facoltà di Bioscienze e Tecnologie Agro-alimentari e Ambientali, Università di Teramo, Via Lerici 1, 64023-Mosciano Sant'Angelo (Te), Italy.

出版信息

Chem Commun (Camb). 2016 Jan 25;52(7):1458-61. doi: 10.1039/c5cc08543h.

DOI:10.1039/c5cc08543h

PMID:26650111

Abstract

Unprecedented domino oxidative cyclization reactions of unprotected 2-alkynylanilines to give functionalized 4H-benzo[d][1,3]oxazin-4-one or benzisoxazole derivatives in moderate to good yields are achieved by silver vs. gold selective catalysis. The search for the optimal reaction conditions revealed the divergent catalytic activity of NaAuCl4·H2O and AgNO3.

摘要

通过银与金的选择性催化，实现了未保护的2-炔基苯胺前所未有的多米诺氧化环化反应，以中等至良好的产率得到功能化的4H-苯并[d][1,3]恶嗪-4-酮或苯并异恶唑衍生物。对最佳反应条件的探索揭示了NaAuCl4·H2O和AgNO3不同的催化活性。