Vijay Gupta, Debashish Sahu, Shailja Jain, Kumar Vanka and Ravi P. Singh
Org. Biomol. Chem., 2019,17, 8853-8857
DOI:
10.1039/C9OB01345H,
Paper
A general strategy for a one-pot stereoselective synthesis of 2-amino-4-(2-furanone)-4H-chromene-3-carbonitriles by reaction of salicylaldehyde, malononitrile and butenolides via a tandem Knoevenagel/Pinner/vinylogous Michael condensation is presented. The β,γ-butenolides gave a syn-selective MCR adduct with a dr up to 11.5 : 1. The mechanistic insight into the MCR was obtained by DFT calculations.