Beilstein J. Org. Chem.2013,9, 180–184, doi:10.3762/bjoc.9.21
moderate yields.
Keywords: A3 coupling; cooperative catalysis; coumarinsynthesis; cycloisomerization; transition-metal catalysts; Introduction
An alkyne, an aldehyde and an amine coupling, referred to as A3 coupling [1], has been found as an efficient method for C–N and C–C bond formation that results
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Graphical Abstract
Scheme 1:
Synthesis of various heterocycles by a tandem A3 coupling/cycloisomerization strategy.
Beilstein J. Org. Chem.2012,8, 1630–1636, doi:10.3762/bjoc.8.186
developing new solutions to synthetic problems.
Experimental
General procedure for coumarinsynthesis
The starting hydroxycinnamate ester (1 mmol) was inserted in a headspace vial containing a magnetic stirring bar. The vial was flushed with argon and capped. Methanol (1 mL, degassed with argon) was added by
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Graphical Abstract
Scheme 1:
Conditions for the cyclization of 2’-hydroxycinnamate and related precursors to coumarins. (a) Ther...