102653-68-9Relevant articles and documents
Synthesis of functionalized 2-salicyloylfurans, furo[3,2-b]chromen-9-ones and 2-benzoyl-8H-thieno[2,3-b]indoles by one-pot cyclizations of 3-halochromones with β-ketoamides and 1,3-dihydroindole-2-thiones
Savych, Iryna,Gl?sel, Tim,Villinger, Alexander,Sosnovskikh, Vyacheslav Ya.,Iaroshenko, Viktor O.,Langer, Peter
, p. 729 - 750 (2015)
Functionalized 2-salicyloylfurans and 2-benzoyl-8H-thieno[2,3-b]indoles were prepared under mild conditions by reaction of 3-halochromones with β-ketoamides and 1,3-dihydroindole-2-thiones, correspondently. The subsequent oxidative cyclization of the products resulted in formation of the corresponding furo[3,2-b]chromen-9-ones. These molecules could also be directly prepared from 3-halochromones using a one-pot protocol. The cyclization reactions reported herein are mechanistically surprising as they proceed via the oxygen and not via the (more nucleophilic) nitrogen atom of the β-ketoamide. This journal is
Synthesis of 3-halochromones with simple KX halogen sources enabled by: In situ halide oxidation
Lin, Yan,Liu, Yunyun,Wan, Jie-Ping
, p. 8120 - 8124 (2020/06/09)
On the basis of a designated in situ oxidation tactic, the synthesis of 3-halochromones has been realized for the first time by using simple KX (X = Br, I) salts as halogen sources. Instead of the free radical process, the control experiments indicate that the reported reactions proceed through a halogenium intermediate. Compared to the known synthetic methods relying on molecular halogen, haloid acid or N-halosuccinimide as the halogen source, the present method is attractive due to its higher atom economy and being more friendly to the operator, thus providing a practical complimentary approach to the preparation of useful halochromone compounds.