Phosphine-Directed sp 3 C-H, C-O, and C-N Borylation.

Autor: Morris KC; Department of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, California 92110, United States., Wright SE; Department of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, California 92110, United States., Meyer GF; Department of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, California 92110, United States., Clark TB; Department of Chemistry and Biochemistry, University of San Diego, 5998 Alcala Park, San Diego, California 92110, United States.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2020 Nov 20; Vol. 85 (22), pp. 14795-14801. Date of Electronic Publication: 2020 Oct 02.
DOI: 10.1021/acs.joc.0c01706
Abstrakt: Benzylic C-H borylation reactions are limited, requiring new approaches to exploit their reactivity for efficient selective functionalization. The recent development of phosphine-directed C-H borylation of arenes has now been extended to benzylic substrates, providing high yield of the mono- and geminal bis-borylation products. Attempts to borylate the C-H bond α to a benzylic ether or amine resulted in C-O and C-N borylation, followed by C-H borylation to provide geminal bis-borylated products.
Databáze: MEDLINE