Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryland alkenylboronic acids

Tomoya Miura; Yusuke Takahashi; Masahiro Murakami

doi:10.1021/ol7024185

Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryland alkenylboronic acids

Tomoya Miura, Yusuke Takahashi, Masahiro Murakami

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

66 Citations (Scopus)

Abstract

The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond and aromatic ring with wide functional tolerance.

Original language	English
Pages (from-to)	5075-5077
Number of pages	3
Journal	Organic Letters
Volume	9
Issue number	24
DOIs	https://doi.org/10.1021/ol7024185
Publication status	Published - Nov 22 2007
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol7024185

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title = "Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryland alkenylboronic acids",

abstract = "The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond and aromatic ring with wide functional tolerance.",

author = "Tomoya Miura and Yusuke Takahashi and Masahiro Murakami",

year = "2007",

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doi = "10.1021/ol7024185",

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AU - Miura, Tomoya

AU - Takahashi, Yusuke

AU - Murakami, Masahiro

PY - 2007/11/22

Y1 - 2007/11/22

N2 - The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond and aromatic ring with wide functional tolerance.

AB - The rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryl- and alkenylboronic acids furnishes 3-alkylideneoxindoles in a stereoselective manner. The reaction allows arrangement of various substituents on the exocyclic double bond and aromatic ring with wide functional tolerance.

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Stereoselective synthesis of 3-alkylideneoxindoles by rhodium-catalyzed cyclization reaction of 2-alkynylaryl isocyanates with aryland alkenylboronic acids

Abstract

ASJC Scopus subject areas

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