Brønsted base-catalyzed 1, 2-addition/[1, 2]-phospha-Brook rearrangement sequence providing functionalized phosphonates. Issue 14 (18th March 2022)

• Record Type: Journal Article
• Authors: Kondoh, Azusa; Terada, Masahiro
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 14(2022)
• Page Start: 2863
• Page End: 2866
• Publication Date: 2022-03-18
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00256f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A new methodology for the introduction of functional groups into an organic molecule was developed by utilizing the 1, 2-addition/[1, 2]-phospha-Brook rearrangement sequence under Brønsted base catalysis. Abstract : A new methodology for the introduction of functional groups into an organic molecule in which a keto or a formyl group is used as the connecting site was developed by utilizing the 1, 2-addition/[1, 2]-phospha-Brook rearrangement sequence under Brønsted base catalysis. The reaction of aromatic aldehydes and ketones with phosphinates having functional groups such as alkynyl, bromoalkyl, N -Boc amino, and boryl groups efficiently proceeded with the aid of phosphazene base P2- t Bu as the catalyst, providing densely functionalized phosphonates in good yields.