Diastereoselective multi-component tandem condensation: synthesis of 2-amino-4-(2-furanone)-4H-chromene-3-carbonitriles
| Title | Diastereoselective multi-component tandem condensation: synthesis of 2-amino-4-(2-furanone)-4H-chromene-3-carbonitriles |
| Publication Type | Journal Article |
| Year of Publication | 2019 |
| Authors | Gupta, V, Sahu, D, Jain, S, Vanka, K, Singh, RP |
| Journal | Organic & Biomolecular Chemistry |
| Volume | 17 |
| Issue | 39 |
| Pagination | 8853-8857 |
| Date Published | OCT |
| Type of Article | Article |
| ISSN | 1477-0520 |
| Abstract | 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 beta,gamma-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. |
| DOI | 10.1039/c9ob01345h |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.490 |
Divison category:
Physical and Materials Chemistry