Direct access to: N -unprotected tetrasubstituted propargylamines via direct catalytic alkynylation of N -unprotected trifluoromethyl ketimines

Kazuhiro Morisaki; Hiroyuki Morimoto; Takashi Ohshima

doi:10.1039/c7cc02194a

Direct access to: N -unprotected tetrasubstituted propargylamines via direct catalytic alkynylation of N -unprotected trifluoromethyl ketimines

Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima

Chemo-Pharmaceutical Sciences

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

29 Citations (Scopus)

Abstract

Direct catalytic alkynylation of N-unprotected trifluoromethyl ketimines is reported for the first time. A combination of catalytic amounts of diethylzinc and carboxylic acids promoted the reactions under proton-transfer conditions, allowing an unprecedented direct access to N-unprotected α-tetrasubstituted primary amines without additional deprotection steps.

Original language	English
Pages (from-to)	6319-6322
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	47
DOIs	https://doi.org/10.1039/c7cc02194a
Publication status	Published - 2017

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/c7cc02194a

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title = "Direct access to: N -unprotected tetrasubstituted propargylamines via direct catalytic alkynylation of N -unprotected trifluoromethyl ketimines",

abstract = "Direct catalytic alkynylation of N-unprotected trifluoromethyl ketimines is reported for the first time. A combination of catalytic amounts of diethylzinc and carboxylic acids promoted the reactions under proton-transfer conditions, allowing an unprecedented direct access to N-unprotected α-tetrasubstituted primary amines without additional deprotection steps.",

author = "Kazuhiro Morisaki and Hiroyuki Morimoto and Takashi Ohshima",

note = "Funding Information: This work was supported by Grant-in-Aid for Scientific Research (C) (JSPS KAKENHI Grant Number JP15K07860 for H. M.) and Grant-in-Aid for Scientific Research on Innovative Areas (JSPS KAKENHI Grant Number JP15H05846 in Middle Molecular Strategy for T. O.) Publisher Copyright: {\textcopyright} 2017 The Royal Society of Chemistry.",

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AU - Morimoto, Hiroyuki

AU - Ohshima, Takashi

N1 - Funding Information: This work was supported by Grant-in-Aid for Scientific Research (C) (JSPS KAKENHI Grant Number JP15K07860 for H. M.) and Grant-in-Aid for Scientific Research on Innovative Areas (JSPS KAKENHI Grant Number JP15H05846 in Middle Molecular Strategy for T. O.) Publisher Copyright: © 2017 The Royal Society of Chemistry.

PY - 2017

Y1 - 2017

N2 - Direct catalytic alkynylation of N-unprotected trifluoromethyl ketimines is reported for the first time. A combination of catalytic amounts of diethylzinc and carboxylic acids promoted the reactions under proton-transfer conditions, allowing an unprecedented direct access to N-unprotected α-tetrasubstituted primary amines without additional deprotection steps.

AB - Direct catalytic alkynylation of N-unprotected trifluoromethyl ketimines is reported for the first time. A combination of catalytic amounts of diethylzinc and carboxylic acids promoted the reactions under proton-transfer conditions, allowing an unprecedented direct access to N-unprotected α-tetrasubstituted primary amines without additional deprotection steps.

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JO - Chemical Communications

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IS - 47

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Direct access to: N -unprotected tetrasubstituted propargylamines via direct catalytic alkynylation of N -unprotected trifluoromethyl ketimines

Abstract

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