Beilstein J. Org. Chem.2013,9, 1949–1956, doi:10.3762/bjoc.9.231
excellent yields.
Keywords: 2-alkynylbenzaldoxime; cyclization; 2-(isoquinolin-1-yl)ethanol; rearrangement; α,β-unsaturated carbonyl compound; Introduction
One-pot combinations of multi-catalysis and multi-component cascade reactions [1][2][3][4][5][6], in which several bond-forming steps take place in a
progress in this aspect. Wu and co-workers described an efficient three-component reaction of a 2-alkynylbenzaldoxime and an α,β-unsaturated carbonyl compound with bromine or iodine monochloride under mild conditions, which generates the 1-alkylated isoquinolines in good to excellent yields [36]. Wu and co
fragmentation from 2-alkynylbenzaldoximes and α,β-unsaturated carbonyl compounds.
Based on previous results [36][37][38][39][41][42][43], we expect 2-alkynylbenzaldoxime 1 to easily convert at room temperature to isoquinoline N-oxide A by a AgOTf-catalyzed cyclization. Compound A produced in situ might undergo
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Graphical Abstract
Scheme 1:
Proposed route for the AgOTf-catalyzed one-pot reaction of 2-alkynylbenzaldoxime with an α,β-unsatu...