One‐Pot Synthesis of 2‐Substituted 4‐Aryl‐4,5‐dihydro‐3,1‐benzoxazepines from 2‐(2‐Aminophenyl)‐1‐arylethanols  via  Dehydration of the Corresponding Amides | Zendy

Fukamachi Shuhei | Zendy; Konishi Hisatoshi | Zendy; Kobayashi Kazuhiro | Zendy

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One‐Pot Synthesis of 2‐Substituted 4‐Aryl‐4,5‐dihydro‐3,1‐benzoxazepines from 2‐(2‐Aminophenyl)‐1‐arylethanols via Dehydration of the Corresponding Amides

Author(s) -

Fukamachi Shuhei,

Konishi Hisatoshi,

Kobayashi Kazuhiro

Publication year - 2011

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.201000421

Subject(s) - chemistry , dehydration , aryl , dehydration reaction , medicinal chemistry , organic chemistry , biochemistry , alkyl

An efficient method for the preparation of 2‐substituted 4‐aryl‐4,5‐dihydro‐3,1‐benzoxazepine derivatives under mild conditions has been developed. The reaction of 2‐(2‐aminophenyl)ethanols 1 with acid chlorides in the presence of excess Et 3 N in THF at room temperature gave the corresponding N ‐acylated intermediates 2 , which were dehydrated by treatment with POCl 3 to give 2‐substituted 4‐aryl‐4,5‐dihydro‐3,1‐benzoxazepines 3 in a one‐pot reaction.

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