A FORMAL [4+1] CYCLOADDITION OF DIMETHOXYCARBENE TO 3-PERFLUOROACYL-4 H -CHROMENES: THE SYNTHESIS OF ARENO-CONDENSED 7,7a-DIHYDRO-4 H -FURO[3,4- b ]PYRANS

Ирина А. Семенова; Дмитрий В. Осипов; Виталий А. Осянин; Павел Е. Красников; Юрий Н. Климочкин

doi:10.1007/7220

A FORMAL [4+1] CYCLOADDITION OF DIMETHOXYCARBENE TO 3-PERFLUOROACYL-4H-CHROMENES: THE SYNTHESIS OF ARENO-CONDENSED 7,7a-DIHYDRO-4H-FURO[3,4-b]PYRANS

Ирина А. Семенова, Дмитрий В. Осипов, Виталий А. Осянин, Павел Е. Красников, Юрий Н. Климочкин

Abstract

The [4+1] annulation of in situ generated dimethoxycarbene to 3-trifluoroacetyl-4H-chromenes led to cyclic ortho esters, trifluoromethyl-substituted dihydrofuro[3,4-b]chromenes. In the case of 2-perfluoroacyl-1H-benzo[f]chromenes, representatives of a new heterocyclic system 7a,8-dihydro-11H-benzo[f]furo[3,4-b]chromene, were formed.

Keywords

dihydrofuro[3,4-b]chromenes; dimethoxycarbene; 3-perfluoroacyl-4H-chromenes; Warkentin's oxadiazoline; [4+1] cycloaddition.

Full Text: PDF (Russian) Open Access

Supplementary File(s): Supplementary information (1MB)

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv

Username
Password
Remember me