Back to Search Start Over

Divergent Conversion of Double Isocyanides with Alkenyl Bromide to Polysubstituted Pyrroles and 4-Imino-4,5-dihydropyrrolo[3,4- b ]pyrrol-6(1 H )-one Derivatives by Pd-Catalyzed Tandem Cyclization Reactions.

Authors :
Ren ZL
Qiu JY
Yuan LL
Yuan YF
Cai S
Li J
Kong C
He P
Wang L
Source :
Organic letters [Org Lett] 2022 Jan 28; Vol. 24 (3), pp. 859-863. Date of Electronic Publication: 2022 Jan 12.
Publication Year :
2022

Abstract

Herein a novel and concise approach to pyrrole skeletons via Pd-catalyzed tandem cyclization reactions is investigated. The substrates for the transformation could be readily prepared by phosphoric acid-catalyzed Ugi reactions with available starting materials. In this strategy, two isocyanides participate in sequential isocyanide insertion reactions, and the chemoselectivity of the products is regulated by the steric hindrance of the isocyanide. A plausible mechanism for the formation of the corresponding adducts is proposed.

Details

Language :
English
ISSN :
1523-7052
Volume :
24
Issue :
3
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
35019658
Full Text :
https://doi.org/10.1021/acs.orglett.1c04146