In:
European Journal of Organic Chemistry, Wiley, Vol. 2016, No. 34 ( 2016-12), p. 5706-5715
Abstract:
The first domino reduction/imine formation/intramolecular aza‐Diels–Alder reaction is reported. Tetrahydrochromano[4,3‐ b ]quinolines are formed with high exo‐E‐anti selectivity and yields up to 87 % when a nitrobenzene and a 2‐(cinnamyloxy)benzaldehyde are reacted in aqueous citric acid by using iron as a reductant and montmorillonite K10 as a catalyst. The domino process starts with the in situ reduction of the nitrobenzene to the corresponding aniline, which is followed by imine formation and terminated by an intramolecular aza‐Diels–Alder reaction.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2016.34
DOI:
10.1002/ejoc.201600976
Language:
English
Publisher:
Wiley
Publication Date:
2016
detail.hit.zdb_id:
1475010-7
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