N-Heterocyclic carbene-catalysed homoenolate addition reaction to 3-cyano-2-imino-2H-chromenes: synthesis of C4-functionalized 2-amino-3-cyano-4H-chromene. Issue 42 (13th October 2022)

• Record Type: Journal Article
• Authors: Shukla, Pushpendra Mani; Pratap, Aniruddh; Maji, Biswajit
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 42(2022)
• Page Start: 8203
• Page End: 8208
• Publication Date: 2022-10-13
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob01447e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A NHC-catalyzed homoenolate addition reaction between enals and iminochromenes to yields of a new type of C4 -functionalized 2-amino-4 H -chromenes has been developed. Abstract : A diastereoselective N-heterocyclic carbene-catalysed reaction between enal and 3-cyano-2-imino-2 H -chromene is described for accessing a new type of C4 -functionalized 2-amino-3-cyano-4 H -chromene. A wide variety of enals and iminochromenes afforded the desired homoenolate addition product 2-amino-4 H -chromenes in good yields and with moderate to good diastereoselectivities.