In:
Organic & Biomolecular Chemistry, Royal Society of Chemistry (RSC), Vol. 21, No. 7 ( 2023), p. 1373-1378
Abstract:
A formal [4 + 2] cycloaddition of 3-nitroindoles with ortho -aminophenyl p -quinone methides via a dearomatization process was developed. This method provides a facile approach for preparing tetrahydro-5 H -indolo[2,3- b ]quinolones with good results. With the bifunctional Cinchona alkaloid-squaramide as the catalyst, the asymmetric version of the reaction successfully afforded the corresponding chiral products with moderate to good enantioselectivities. This work represents the first dearomative cycloaddition of electron-deficient heteroarenes triggered by aza-Michael addition from p -QMs.
Type of Medium:
Online Resource
ISSN:
1477-0520
,
1477-0539
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2023
detail.hit.zdb_id:
2097583-1
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