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

Research output: Contribution to journalArticlepeer-review

17 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 languageEnglish
Pages (from-to)1725-1727
Number of pages3
JournalOrganic Letters
Volume3
Issue number11
DOIs
StatePublished - 31 May 2001

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