An expedient route to dihydrothiazines, a virtually unknown class of heterocycles

Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.1021/ol402973q

An expedient route to dihydrothiazines, a virtually unknown class of heterocycles

Béatrice Quiclet-Sire, Samir Z. Zard

Laboratoire de Synthèse Organique

Research output: Contribution to journal › Article › peer-review

Abstract

Upon heating at 180-200 C in diphenyl ether, S-(4-oximinoalkyl)xanthates with a secondary isopropyl or isobutyl group on the oxygen undergo a Chugaev elimination followed by ring closure onto the oxime to give dihydrothiazines, a virtually unknown class of heterocycles.

Original language	English
Pages (from-to)	5886-5889
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	22
DOIs	https://doi.org/10.1021/ol402973q
Publication status	Published - 15 Nov 2013
Externally published	Yes

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title = "An expedient route to dihydrothiazines, a virtually unknown class of heterocycles",

abstract = "Upon heating at 180-200 C in diphenyl ether, S-(4-oximinoalkyl)xanthates with a secondary isopropyl or isobutyl group on the oxygen undergo a Chugaev elimination followed by ring closure onto the oxime to give dihydrothiazines, a virtually unknown class of heterocycles.",

author = "B{\'e}atrice Quiclet-Sire and Zard, \{Samir Z.\}",

year = "2013",

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journal = "Organic Letters",

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AU - Zard, Samir Z.

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Y1 - 2013/11/15

N2 - Upon heating at 180-200 C in diphenyl ether, S-(4-oximinoalkyl)xanthates with a secondary isopropyl or isobutyl group on the oxygen undergo a Chugaev elimination followed by ring closure onto the oxime to give dihydrothiazines, a virtually unknown class of heterocycles.

AB - Upon heating at 180-200 C in diphenyl ether, S-(4-oximinoalkyl)xanthates with a secondary isopropyl or isobutyl group on the oxygen undergo a Chugaev elimination followed by ring closure onto the oxime to give dihydrothiazines, a virtually unknown class of heterocycles.

U2 - 10.1021/ol402973q

DO - 10.1021/ol402973q

M3 - Article

C2 - 24199993

AN - SCOPUS:84887856297

SN - 1523-7060

VL - 15

SP - 5886

EP - 5889

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

An expedient route to dihydrothiazines, a virtually unknown class of heterocycles

Abstract

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