A novel acylative ring cleavage of benzothieno[3,2-b]pyran-4-ols: Application to the synthesis of dibenzothiophenes and fused-ring derivatives

Christopher D. Gabbutt, John D. Hepworth, B. Mark Heron, Jean Luc Thomas

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The benzothienopyranols 3, readily available from the ketone 1, are transformed to the carbamates 5 on treatment with N,N-dimethylcarbamoyl chloride, subsequent thermal electrocyclisation provides access to dibenzothiophene derivatives 6 and 11-13.

LanguageEnglish
Pages541-542
Number of pages2
JournalChemical Communications
Issue number6
DOIs
Publication statusPublished - 21 Mar 1999
Externally publishedYes

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Pyrans
Carbamates
Ketones
Derivatives
Hot Temperature
dibenzothiophene
dimethylcarbamyl chloride

Cite this

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title = "A novel acylative ring cleavage of benzothieno[3,2-b]pyran-4-ols: Application to the synthesis of dibenzothiophenes and fused-ring derivatives",
abstract = "The benzothienopyranols 3, readily available from the ketone 1, are transformed to the carbamates 5 on treatment with N,N-dimethylcarbamoyl chloride, subsequent thermal electrocyclisation provides access to dibenzothiophene derivatives 6 and 11-13.",
author = "Gabbutt, {Christopher D.} and Hepworth, {John D.} and Heron, {B. Mark} and Thomas, {Jean Luc}",
year = "1999",
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language = "English",
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journal = "Chemical Communications",
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publisher = "Royal Society of Chemistry",
number = "6",

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T1 - A novel acylative ring cleavage of benzothieno[3,2-b]pyran-4-ols

T2 - Chemical Communications

AU - Gabbutt, Christopher D.

AU - Hepworth, John D.

AU - Heron, B. Mark

AU - Thomas, Jean Luc

PY - 1999/3/21

Y1 - 1999/3/21

N2 - The benzothienopyranols 3, readily available from the ketone 1, are transformed to the carbamates 5 on treatment with N,N-dimethylcarbamoyl chloride, subsequent thermal electrocyclisation provides access to dibenzothiophene derivatives 6 and 11-13.

AB - The benzothienopyranols 3, readily available from the ketone 1, are transformed to the carbamates 5 on treatment with N,N-dimethylcarbamoyl chloride, subsequent thermal electrocyclisation provides access to dibenzothiophene derivatives 6 and 11-13.

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DO - 10.1039/a900730j

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JO - Chemical Communications

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