A new reaction of α-chloro-α-chlorosulfenyl ketones: facile syntheses of 3,3-dichloro- and 3-chloro-chroman-4-ones and thiochroman-4-ones

Christopher D. Gabbutt; John D. Hepworth; B. Mark Heron

doi:10.1016/S0040-4020(01)90434-X

A new reaction of α-chloro-α-chlorosulfenyl ketones: facile syntheses of 3,3-dichloro- and 3-chloro-chroman-4-ones and thiochroman-4-ones

Christopher D. Gabbutt, John D. Hepworth, B. Mark Heron

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

23 Citations (Scopus)

Abstract

3-Chloro-3-chlorosulfenylchroman-4-ones are efficiently obtained from chroman-4-ones by treatment with thionyl chloride. Direct oxidation affords 3,3-dichlorochroman-4-ones, whilst conversion to the sulfenamides prior to oxidation provides a facile route to 3-chlorochroman-4-ones.

Original language	English
Pages (from-to)	5245-5254
Number of pages	10
Journal	Tetrahedron
Volume	50
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4020(01)90434-X
Publication status	Published - 25 Apr 1994
Externally published	Yes

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title = "A new reaction of α-chloro-α-chlorosulfenyl ketones: facile syntheses of 3,3-dichloro- and 3-chloro-chroman-4-ones and thiochroman-4-ones",

abstract = "3-Chloro-3-chlorosulfenylchroman-4-ones are efficiently obtained from chroman-4-ones by treatment with thionyl chloride. Direct oxidation affords 3,3-dichlorochroman-4-ones, whilst conversion to the sulfenamides prior to oxidation provides a facile route to 3-chlorochroman-4-ones.",

author = "{D. Gabbutt}, Christopher and {D. Hepworth}, John and {Mark Heron}, B.",

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T1 - A new reaction of α-chloro-α-chlorosulfenyl ketones

T2 - facile syntheses of 3,3-dichloro- and 3-chloro-chroman-4-ones and thiochroman-4-ones

AU - D. Gabbutt, Christopher

AU - D. Hepworth, John

AU - Mark Heron, B.

PY - 1994/4/25

Y1 - 1994/4/25

N2 - 3-Chloro-3-chlorosulfenylchroman-4-ones are efficiently obtained from chroman-4-ones by treatment with thionyl chloride. Direct oxidation affords 3,3-dichlorochroman-4-ones, whilst conversion to the sulfenamides prior to oxidation provides a facile route to 3-chlorochroman-4-ones.

AB - 3-Chloro-3-chlorosulfenylchroman-4-ones are efficiently obtained from chroman-4-ones by treatment with thionyl chloride. Direct oxidation affords 3,3-dichlorochroman-4-ones, whilst conversion to the sulfenamides prior to oxidation provides a facile route to 3-chlorochroman-4-ones.

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DO - 10.1016/S0040-4020(01)90434-X

M3 - Article

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VL - 50

SP - 5245

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JO - Tetrahedron

JF - Tetrahedron

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A new reaction of α-chloro-α-chlorosulfenyl ketones: facile syntheses of 3,3-dichloro- and 3-chloro-chroman-4-ones and thiochroman-4-ones

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