Hydrothiolation and intramolecular cyclization sequence for the synthesis of 1,3-oxathiine frameworks

Yuta Nishina; Junya Miyata

doi:10.1055/s-0032-1316563

Hydrothiolation and intramolecular cyclization sequence for the synthesis of 1,3-oxathiine frameworks

Yuta Nishina, Junya Miyata

Research Core for Interdisciplinary Sciences

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

8 Citations (Scopus)

Abstract

1,3-Oxathiine frameworks can be prepared via the sequential addition and intramolecular cyclization of thiosalicylic acid onto alkynes. A substituent on the alkyne and the presence of a palladium catalyst can allow product regioselectivity control. This strategy is applicable to the synthesis of heterocycles comprising sulfur and oxygen atoms, namely 3,1-benzoxathiines, without any unwanted byproduct.

Original language	English
Pages (from-to)	2607-2613
Number of pages	7
Journal	Synthesis (Germany)
Volume	44
Issue number	16
DOIs	https://doi.org/10.1055/s-0032-1316563
Publication status	Published - Jul 6 2012

Keywords

3-1-benzoxathiines
alkynes
heterocycles
hydrothiolation
palladium
sequential reaction

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-0032-1316563

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AB - 1,3-Oxathiine frameworks can be prepared via the sequential addition and intramolecular cyclization of thiosalicylic acid onto alkynes. A substituent on the alkyne and the presence of a palladium catalyst can allow product regioselectivity control. This strategy is applicable to the synthesis of heterocycles comprising sulfur and oxygen atoms, namely 3,1-benzoxathiines, without any unwanted byproduct.

KW - 3-1-benzoxathiines

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KW - heterocycles

KW - hydrothiolation

KW - palladium

KW - sequential reaction

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Hydrothiolation and intramolecular cyclization sequence for the synthesis of 1,3-oxathiine frameworks

Abstract

Keywords

ASJC Scopus subject areas

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