Catalytic synthesis of nitrogen-containing heterocycles (a review)

Shimanskaya, M. V.; Oshis, Ya. F.; Anderson, Alexandra

doi:10.1007/bf00842824

Cited by 4 publications

(1 citation statement)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…37 In this regard, pyrrole compounds can be alternatively produced from the renewable furans. The route was proven by some earlier researches reporting the interaction of amine with furans at higher reaction temperatures to produce pyrroles in the presence of aluminum oxide or titania oxide catalyst, 38,39 but in lower reaction efficiency. Recently, Cao et al 40 successfully reported a solid acidic H form zeolite Y catalyst for the condensation of aniline and furans to pyrroles under mild conditions.…”

Section: ■ Introductionmentioning

confidence: 99%

N-Aryl Pyrrole Synthesis from Biomass-Derived Furans and Arylamine over Lewis Acidic Hf-Doped Mesoporous SBA-15 Catalyst

Huang

Luo

Flores

et al. 2020

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

A mild and convenient method was developed to synthesize N-aryl pyrroles from biobased furans and arylamines over a Lewis acidic Hf catalyst for the first time. To demonstrate the broad utility and practical application of the method, several pyrrolecontaining compounds with different functional groups were synthesized. Mechanistic studies indicated a direct nucleophilic attack of the amine on the furan ring, differing from the typical Paal−Knorr reaction depending on the 2,5-hexanedione intermediate. Finally, this method was successfully applied to the synthesis of an azo compound and a cyclooxygenase-2-selective inhibitor originating from biorenewable furans.

show abstract