Journal
CHEMISTRYSELECT
Volume 4, Issue 21, Pages 6484-6487Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201901036
Keywords
Michael-Pinner-isomerization cascade reaction; 2-amino-3-cyano-4H-pyrans; phosphonate motif
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An efficient DBU-catalyzed Michael-Pinner-isomerization cascade reaction of diethyl-(2-phenylacetyl) phosphonate with 2-benzylidenemalononitrile was developed, and a series of structurally diverse 2-amino-3-cyano-4H-pyrans containing phosphonate functional groups were firstly obtained in up to 98% yields. Moreover, a gram-scale experiment was conducted to demonstrate the synthetic value of this protocol. Also, one-pot three-component cascade reactions of diethyl-(2-phenylacetyl) phosphonates, malononitrile and benzaldehydes were achieved.
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