Diastereoselective synthesis of 1,3-disubstituted isoindolines and sultams via bronsted acid catalysis

Ye Tao; Scott R. Gilbertson

doi:10.1039/C8CC04946G

Diastereoselective synthesis of 1,3-disubstituted isoindolines and sultams via bronsted acid catalysis

Ye Tao, Scott R. Gilbertson

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

13 Scopus citations

Abstract

The bis(trifluoromethane)sulfonimide (Tf₂NH) catalyzed intramolecular hydroamidation of terminal alkynes is reported. The combination of Et₃SiH and Tf₂NH provides cis-1,3-disubstituted isoindolines and sultams in high yield (up to 98%) and high diastereoselectivity (up to 99 : 1 d.r.).

Original language	English (US)
Pages (from-to)	11292-11295
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	80
DOIs	https://doi.org/10.1039/C8CC04946G
State	Published - 2018
Externally published	Yes

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
General Chemistry
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
Catalysis

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10.1039/C8CC04946G

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title = "Diastereoselective synthesis of 1,3-disubstituted isoindolines and sultams via bronsted acid catalysis",

abstract = "The bis(trifluoromethane)sulfonimide (Tf2NH) catalyzed intramolecular hydroamidation of terminal alkynes is reported. The combination of Et3SiH and Tf2NH provides cis-1,3-disubstituted isoindolines and sultams in high yield (up to 98%) and high diastereoselectivity (up to 99 : 1 d.r.).",

author = "Ye Tao and Gilbertson, {Scott R.}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2018",

doi = "10.1039/C8CC04946G",

language = "English (US)",

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T1 - Diastereoselective synthesis of 1,3-disubstituted isoindolines and sultams via bronsted acid catalysis

AU - Tao, Ye

AU - Gilbertson, Scott R.

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - The bis(trifluoromethane)sulfonimide (Tf2NH) catalyzed intramolecular hydroamidation of terminal alkynes is reported. The combination of Et3SiH and Tf2NH provides cis-1,3-disubstituted isoindolines and sultams in high yield (up to 98%) and high diastereoselectivity (up to 99 : 1 d.r.).

AB - The bis(trifluoromethane)sulfonimide (Tf2NH) catalyzed intramolecular hydroamidation of terminal alkynes is reported. The combination of Et3SiH and Tf2NH provides cis-1,3-disubstituted isoindolines and sultams in high yield (up to 98%) and high diastereoselectivity (up to 99 : 1 d.r.).

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U2 - 10.1039/C8CC04946G

DO - 10.1039/C8CC04946G

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JO - Chemical Communications

JF - Chemical Communications

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ER -

Diastereoselective synthesis of 1,3-disubstituted isoindolines and sultams via bronsted acid catalysis

Abstract

ASJC Scopus subject areas

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