A smooth access to benzotriazoles via azide-benzyne cycloaddition

S. Chandrasekhar; M. Seenaiah; Ch Lohitha Rao; Ch Raji Reddy

doi:10.1016/j.tet.2008.08.115

A smooth access to benzotriazoles via azide-benzyne cycloaddition

S. Chandrasekhar, M. Seenaiah, Ch Lohitha Rao, Ch Raji Reddy

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

43 Scopus citations

Abstract

A facile synthesis of 1-alkyl benzotriazoles is achieved through fluoride triggered azide-benzyne cycloaddition. Various alkyl azides were treated with 2-(trimethylsilyl) phenyl triflate in the presence of CsF in acetonitrile to afford the corresponding substituted benzotriazoles in good yield.

Original language	English
Pages (from-to)	11325-11327
Number of pages	3
Journal	Tetrahedron
Volume	64
Issue number	49
DOIs	https://doi.org/10.1016/j.tet.2008.08.115
State	Published - 1 Dec 2008
Externally published	Yes

Keywords

Azide
Benzotriazole
Benzyne
Cesium fluoride
Cycloaddition

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2008.08.115

Cite this

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title = "A smooth access to benzotriazoles via azide-benzyne cycloaddition",

abstract = "A facile synthesis of 1-alkyl benzotriazoles is achieved through fluoride triggered azide-benzyne cycloaddition. Various alkyl azides were treated with 2-(trimethylsilyl) phenyl triflate in the presence of CsF in acetonitrile to afford the corresponding substituted benzotriazoles in good yield.",

keywords = "Azide, Benzotriazole, Benzyne, Cesium fluoride, Cycloaddition",

author = "S. Chandrasekhar and M. Seenaiah and Rao, {Ch Lohitha} and Reddy, {Ch Raji}",

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T1 - A smooth access to benzotriazoles via azide-benzyne cycloaddition

AU - Chandrasekhar, S.

AU - Seenaiah, M.

AU - Rao, Ch Lohitha

AU - Reddy, Ch Raji

PY - 2008/12/1

Y1 - 2008/12/1

N2 - A facile synthesis of 1-alkyl benzotriazoles is achieved through fluoride triggered azide-benzyne cycloaddition. Various alkyl azides were treated with 2-(trimethylsilyl) phenyl triflate in the presence of CsF in acetonitrile to afford the corresponding substituted benzotriazoles in good yield.

AB - A facile synthesis of 1-alkyl benzotriazoles is achieved through fluoride triggered azide-benzyne cycloaddition. Various alkyl azides were treated with 2-(trimethylsilyl) phenyl triflate in the presence of CsF in acetonitrile to afford the corresponding substituted benzotriazoles in good yield.

KW - Azide

KW - Benzotriazole

KW - Benzyne

KW - Cesium fluoride

KW - Cycloaddition

UR - http://www.scopus.com/inward/record.url?scp=54549094637&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2008.08.115

DO - 10.1016/j.tet.2008.08.115

M3 - Article

AN - SCOPUS:54549094637

SN - 0040-4020

VL - 64

SP - 11325

EP - 11327

JO - Tetrahedron

JF - Tetrahedron

IS - 49

ER -

A smooth access to benzotriazoles via azide-benzyne cycloaddition

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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