In:
Advanced Synthesis & Catalysis, Wiley, Vol. 365, No. 5 ( 2023-03-07), p. 735-740
Kurzfassung:
We described a copper(II)‐catalyzed [3+2] cycloaddition of N ‐aryl‐α,β‐unsaturated nitrones with disubstituted allenoates bifurcated to prepare various [1,3]oxazino[3,2‐a] indolines and dihydropyrido[1,2‐a]indolines in moderate to excellent yields. Mechanistic studies revealed that [1,3] oxazino[3,2‐a]indoline was a kinetically favored product and dihydropyrido[1,2‐a] indoline was thermodynamically favored product. Moreover, the reaction was easily performed at gram scales and chiral dihydropyrido[1,2‐a]indoline could be obtained by using chiral auxiliary. The present method highlights broad substrate scope, good functional group tolerance, and diversity of indoline scaffolds with high diastereoselectivity. magnified image
Materialart:
Online-Ressource
ISSN:
1615-4150
,
1615-4169
DOI:
10.1002/adsc.202201403
Sprache:
Englisch
Verlag:
Wiley
Publikationsdatum:
2023
ZDB Id:
2041384-1
ZDB Id:
2033084-4