An Alternative Route for Carboni-Lindsey Reaction: N,N Cycloaddition of an Alkene to s-Tetrazine

Xiaojian Zhou; Efim G. Kovalev; Jacob T. Klug; Vladimir Khodorkovsky

doi:10.1021/ol015918p

An Alternative Route for Carboni-Lindsey Reaction: N,N Cycloaddition of an Alkene to s-Tetrazine

Xiaojian Zhou, Efim G. Kovalev, Jacob T. Klug, Vladimir Khodorkovsky

Department of Chemistry

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

19 Scopus citations

Abstract

(matrix presented) Quantum mechanical calculations show that N,N cycloaddition of alkenes and alkynes to s-tetrazines is possible as an alternative to the well-known C,C cycloaddition (Carboni-Lindsey reaction). Formation of 1,2,4-triazole derivatives (formal product of N,N cycloaddition) along with the pyrazole (formal product of C,C cycloaddition) corroborates this theoretical prediction.

Original language	English
Pages (from-to)	1725-1727
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	11
DOIs	https://doi.org/10.1021/ol015918p
State	Published - 31 May 2001

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol015918p

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abstract = "(matrix presented) Quantum mechanical calculations show that N,N cycloaddition of alkenes and alkynes to s-tetrazines is possible as an alternative to the well-known C,C cycloaddition (Carboni-Lindsey reaction). Formation of 1,2,4-triazole derivatives (formal product of N,N cycloaddition) along with the pyrazole (formal product of C,C cycloaddition) corroborates this theoretical prediction.",

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AU - Klug, Jacob T.

AU - Khodorkovsky, Vladimir

PY - 2001/5/31

Y1 - 2001/5/31

N2 - (matrix presented) Quantum mechanical calculations show that N,N cycloaddition of alkenes and alkynes to s-tetrazines is possible as an alternative to the well-known C,C cycloaddition (Carboni-Lindsey reaction). Formation of 1,2,4-triazole derivatives (formal product of N,N cycloaddition) along with the pyrazole (formal product of C,C cycloaddition) corroborates this theoretical prediction.

AB - (matrix presented) Quantum mechanical calculations show that N,N cycloaddition of alkenes and alkynes to s-tetrazines is possible as an alternative to the well-known C,C cycloaddition (Carboni-Lindsey reaction). Formation of 1,2,4-triazole derivatives (formal product of N,N cycloaddition) along with the pyrazole (formal product of C,C cycloaddition) corroborates this theoretical prediction.

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An Alternative Route for Carboni-Lindsey Reaction: N,N Cycloaddition of an Alkene to s-Tetrazine

Abstract

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