Regioselective reactions of N-monosubstituted β-aminovinyl trifluoromethyl ketones with tosyl isocyanate

I. I. Gerus; N. V. Lyutenko; A. D. Kacharov; V. P. Kukhar

doi:10.1016/S0040-4039(00)01804-9

Regioselective reactions of N-monosubstituted β-aminovinyl trifluoromethyl ketones with tosyl isocyanate

I. I. Gerus, N. V. Lyutenko, A. D. Kacharov, V. P. Kukhar

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

10 Scopus citations

Abstract

The NH and α-CH insertion reactions of tosyl isocyanate with N-monosubstituted 4-amino-1,1,1-trifluorobut-3-en-2-ones have been studied. The regioselectivity of this reaction depends on the temperature, the nature of the solvent and the catalyst: High temperatures or basic catalysts direct in favour of NH insertion while low temperatures direct the process in favour of α-CH insertion. (C) 2000 Elsevier Science Ltd.

Original language	English (US)
Pages (from-to)	10141-10145
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4039(00)01804-9
State	Published - Dec 16 2000
Externally published	Yes

Keywords

Enaminones
Insertion reactions
Regiochemistry
Tosyl isocyanate
Ureas

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10.1016/S0040-4039(00)01804-9

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title = "Regioselective reactions of N-monosubstituted β-aminovinyl trifluoromethyl ketones with tosyl isocyanate",

abstract = "The NH and α-CH insertion reactions of tosyl isocyanate with N-monosubstituted 4-amino-1,1,1-trifluorobut-3-en-2-ones have been studied. The regioselectivity of this reaction depends on the temperature, the nature of the solvent and the catalyst: High temperatures or basic catalysts direct in favour of NH insertion while low temperatures direct the process in favour of α-CH insertion. (C) 2000 Elsevier Science Ltd.",

keywords = "Enaminones, Insertion reactions, Regiochemistry, Tosyl isocyanate, Ureas",

author = "Gerus, {I. I.} and Lyutenko, {N. V.} and Kacharov, {A. D.} and Kukhar, {V. P.}",

year = "2000",

month = dec,

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doi = "10.1016/S0040-4039(00)01804-9",

language = "English (US)",

volume = "41",

pages = "10141--10145",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Regioselective reactions of N-monosubstituted β-aminovinyl trifluoromethyl ketones with tosyl isocyanate

AU - Gerus, I. I.

AU - Lyutenko, N. V.

AU - Kacharov, A. D.

AU - Kukhar, V. P.

PY - 2000/12/16

Y1 - 2000/12/16

N2 - The NH and α-CH insertion reactions of tosyl isocyanate with N-monosubstituted 4-amino-1,1,1-trifluorobut-3-en-2-ones have been studied. The regioselectivity of this reaction depends on the temperature, the nature of the solvent and the catalyst: High temperatures or basic catalysts direct in favour of NH insertion while low temperatures direct the process in favour of α-CH insertion. (C) 2000 Elsevier Science Ltd.

AB - The NH and α-CH insertion reactions of tosyl isocyanate with N-monosubstituted 4-amino-1,1,1-trifluorobut-3-en-2-ones have been studied. The regioselectivity of this reaction depends on the temperature, the nature of the solvent and the catalyst: High temperatures or basic catalysts direct in favour of NH insertion while low temperatures direct the process in favour of α-CH insertion. (C) 2000 Elsevier Science Ltd.

KW - Enaminones

KW - Insertion reactions

KW - Regiochemistry

KW - Tosyl isocyanate

KW - Ureas

UR - http://www.scopus.com/inward/record.url?scp=0034676692&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034676692&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)01804-9

DO - 10.1016/S0040-4039(00)01804-9

M3 - Article

AN - SCOPUS:0034676692

SN - 0040-4039

VL - 41

SP - 10141

EP - 10145

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Regioselective reactions of N-monosubstituted β-aminovinyl trifluoromethyl ketones with tosyl isocyanate

Abstract

Keywords

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