Direct aromatic tert-butylation during the synthesis of thiochroman-4-ones

Stephen E. Clayton; Christopher D. Gabbutt; John D. Hepworth; B. Mark Heron

doi:10.1016/S0040-4020(01)80335-5

Direct aromatic tert-butylation during the synthesis of thiochroman-4-ones

Stephen E. Clayton, Christopher D. Gabbutt, John D. Hepworth, B. Mark Heron

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

25 Citations (Scopus)

Abstract

The synthesis of thiochroman-4-ones from thiophenols and 3-methylbut-2-enoic acid effected by methane sulphonic acid is accompanied by tert-butylation of the aromatic ring. 3-Arylthiobutanoic acids, available using β-butyrolactone, are efficiently cyclised in the same manner.

The synthesis of thiochroman-4-ones from thiophenols and 3-methylbut-2-enoic acid effected by methanesulphonic acid is accompanied by tert-butylation of the aromatic ring.

Original language	English
Pages (from-to)	939-946
Number of pages	8
Journal	Tetrahedron
Volume	49
Issue number	4
DOIs	https://doi.org/10.1016/S0040-4020(01)80335-5
Publication status	Published - 22 Jan 1993
Externally published	Yes

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AU - Clayton, Stephen E.

AU - Gabbutt, Christopher D.

AU - Hepworth, John D.

AU - Heron, B. Mark

PY - 1993/1/22

Y1 - 1993/1/22

N2 - The synthesis of thiochroman-4-ones from thiophenols and 3-methylbut-2-enoic acid effected by methane sulphonic acid is accompanied by tert-butylation of the aromatic ring. 3-Arylthiobutanoic acids, available using β-butyrolactone, are efficiently cyclised in the same manner.The synthesis of thiochroman-4-ones from thiophenols and 3-methylbut-2-enoic acid effected by methanesulphonic acid is accompanied by tert-butylation of the aromatic ring.

AB - The synthesis of thiochroman-4-ones from thiophenols and 3-methylbut-2-enoic acid effected by methane sulphonic acid is accompanied by tert-butylation of the aromatic ring. 3-Arylthiobutanoic acids, available using β-butyrolactone, are efficiently cyclised in the same manner.The synthesis of thiochroman-4-ones from thiophenols and 3-methylbut-2-enoic acid effected by methanesulphonic acid is accompanied by tert-butylation of the aromatic ring.

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DO - 10.1016/S0040-4020(01)80335-5

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EP - 946

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 4

ER -

Direct aromatic tert-butylation during the synthesis of thiochroman-4-ones

Abstract

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