Photoactivated Formal [3 + 2] / [4+2] Cycloaddition of N‐Aryl Cyclopropyl and Cyclobutylamines DOI Creative Commons
Montserrat Zidan, Lucas F. Villela, Louis Barriault

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(44)

Published: Oct. 24, 2024

Abstract Organic transformations initiated by photochemical activation have been at the forefront of reaction discovery. In this study, we present a formal [3+2] and [4+2] cycloaddition using N ‐aryl cyclopropylamines cyclobutylamines in conjunction with α , β ‐unsaturated carbonyl systems, unveiling two distinct mechanistic pathways. The is elucidated as being guided activity an electron donor‐acceptor (EDA) complex. Simultaneously, intermolecular annulation cyclobutylanilines achieved visible‐light photoredox catalysis. These simple methodologies wide applicability, facilitating synthesis ‐arylaminocycloalkyl compounds yields ranging from good to excellent.

Language: Английский

Rearrangement, Elimination, and Ring-Opening Reactions of Cyclopropyl-Substituted Nitrenium Ions: A Computational and Experimental Investigation DOI

Donald Hong,

Daniel E. Falvey

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10785 - 10795

Published: July 15, 2024

-(4-Biphenylyl)-

Language: Английский

Citations

0
Photoactivated Formal [3 + 2] / [4+2] Cycloaddition of N‐Aryl Cyclopropyl and Cyclobutylamines DOI Creative Commons
Montserrat Zidan, Lucas F. Villela, Louis Barriault

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(44)

Published: Oct. 24, 2024

Abstract Organic transformations initiated by photochemical activation have been at the forefront of reaction discovery. In this study, we present a formal [3+2] and [4+2] cycloaddition using N ‐aryl cyclopropylamines cyclobutylamines in conjunction with α , β ‐unsaturated carbonyl systems, unveiling two distinct mechanistic pathways. The is elucidated as being guided activity an electron donor‐acceptor (EDA) complex. Simultaneously, intermolecular annulation cyclobutylanilines achieved visible‐light photoredox catalysis. These simple methodologies wide applicability, facilitating synthesis ‐arylaminocycloalkyl compounds yields ranging from good to excellent.

Language: Английский

Citations

0