Issue 89, 2022

One-pot synthesis of 3-trifluoromethylbenzo[b][1,4]oxazines from CF3-imidoyl sulfoxonium ylides with 2-bromophenols

Abstract

Herein, a method to access 3-trifluoromethyl-1,4-benzoxazines from CF3-imidoyl sulfoxonium ylides and 2-bromophenols has been demonstrated. This synthetic protocol proceeds via a one-pot two-step sequence that includes the lithium-bromide-promoted O–H insertion of sulfoxonium ylides and annulation, and has the merits of broad substrate scope, excellent functional tolerance and operational simplicity, which provides an alternative means of obtaining CF3-substituted heterocycles.

Graphical abstract: One-pot synthesis of 3-trifluoromethylbenzo[b][1,4]oxazines from CF3-imidoyl sulfoxonium ylides with 2-bromophenols

Supplementary files

Article information

Article type
Communication
Submitted
02 sep 2022
Accepted
17 okt 2022
First published
17 okt 2022

Chem. Commun., 2022,58, 12443-12446

One-pot synthesis of 3-trifluoromethylbenzo[b][1,4]oxazines from CF3-imidoyl sulfoxonium ylides with 2-bromophenols

M. Pan, Y. Tong, X. Qiu, X. Zeng and B. Xiong, Chem. Commun., 2022, 58, 12443 DOI: 10.1039/D2CC04863A

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