16168-90-4Relevant articles and documents
Microwave-assisted solvent-free tandem cross-metathesis/intramolecular isomerization-cyclization reaction for the synthesis of N-substituted pyrroles: It’s computational analysis
Khan, Arif,Khan, Imran A.,Shafi, Syed,Shaikh, Majeed,Siddique, Asher M.
, (2022/03/03)
The microwave-assisted solvent-free reaction has been developed for the rapid synthesis of different pyrrole derivatives using cross-metathesis (CM) between N-allylamines and α, β-unsaturated carbonyl compounds with moderate to good yields. This method is solvent free, facile, rapid, and high yielding reaction for the synthesis N-substituted pyrrole derivatives. The effect of microwave irradiation versus classical thermal conditions is demonstrated through a series of comparative cross-metathesis reactions. In the present eco-friendly approach, the combination of solvent-free conditions and microwave irradiations leads to a substantial reduction in reaction times with improved yields. The computational analysis revealed that the microwave irradiation conditions favored the interconversion of ruthenacyclobutane (RuG to RuH) approximately 10-fold more than the conventional heating. Exclusive formation of pyrrole ring system (cyclization- aromatization cascade reaction) over piperazinone (aza-michael product) has been explained through DFT calculations.
Cross metathesis of N-allylamines and α,β-unsaturated carbonyl compounds: A one-pot synthesis of substituted pyrroles
Shafi, Syed,K?dziorek, Mariusz,Grela, Karol
supporting information; experimental part, p. 124 - 128 (2011/03/20)
A tandem reaction involving cross metathesis followed by concomitant cyclisation has been developed for the synthesis of substituted pyrroles. Various protected electron-deficient N-allylamines reacted with α,β-unsaturated carbonyl compounds in the presen
