6533b832fe1ef96bd129abb5

RESEARCH PRODUCT

Iron(III) Chloride as a Mild Catalyst for the Dearomatizing Cyclization of N-Acylindoles

Markus AlbrechtJingyu ZhangKhai-nghi TruongJas S. WardKari RissanenJing Li

subject

chemistry.chemical_compound010405 organic chemistryChemistryYield (chemistry)Organic Chemistry010402 general chemistry01 natural sciencesMedicinal chemistryIron(III) chloride0104 chemical sciencesCatalysis

description

A catalytic approach for the preparation of indolines by dearomatizing cyclization is presented. FeCl3 acts as a catalyst to afford tetracyclic 5a,6-dihydro-12H-indolo[2,1-b][1,3]benzoxazin-12-ones in good yields. The cyclization also proceeds with tosylamides forming C-N bonds in 53% yield.

https://doi.org/10.1021/acs.joc.0c01373