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

Autor: Xiaojian Zhou, Efim G. Kovalev, Vladimir Khodorkovsky, Jacob T. Klug
Rok vydání: 2001
Předmět:
Zdroj: Organic Letters. 3:1725-1727
ISSN: 1523-7052
1523-7060
DOI: 10.1021/ol015918p
Popis: 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.
Databáze: OpenAIRE