Preparation of Dihydronaphthofurans from α-Hydroxyl Ketones via a One-Pot Multicomponent Reaction Based on Heyns Rearrangement.
J Org Chem
; 87(5): 3311-3318, 2022 03 04.
Article
in En
| MEDLINE
| ID: mdl-35166530
ABSTRACT
Polysubstituted 1,2-dihydronaphthofurans were efficiently obtained in high yields and good diastereoselectivities with readily available substrates. The reaction proceeds smoothly via a series of tandem reactions, including Heyns rearrangement, oxidation, Friedel-Crafts reaction, and cyclization. The high stereoselectivity of the reaction is ascribed to the activation of the imine via an intramolecular hydrogen bond. Air is directly used as the oxidation medium, which makes the reaction safe and easy to perform. Moreover, the reaction features multiple components, which ensures the diversity of products.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Hydroxyl Radical
/
Ketones
Language:
En
Journal:
J Org Chem
Year:
2022
Document type:
Article
Affiliation country:
China