Photoredox Catalysis Enables Access to N-Functionalized 2,1-Borazaronaphthalenes

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2019 Mar 28

PMID 30916973

Citations 2

Authors

Xie Wang

Geraint H M Davies

Adriel Koschitzky

Steven R Wisniewski

Christopher B Kelly

Gary A Molander

Affiliations

Soon will be listed here.

Abstract

The synthesis and utilization of a class of 2,1-borazaronaphthyltrifluoroborate reagents that provide a general solution to the challenge of N-functionalization of the 2,1-borazaronaphthalene core is described. By adorning the nitrogen of this core with a trifluoroboratomethyl unit, a suite of odd-electron processes can be executed, installing motifs that would otherwise be inaccessible using a two-electron approach. In addition, this process enables rapid annulation, furnishing a heretofore unknown polycyclic B-N species.

Citing Articles

N-Functionalization of 1,2-Azaborines.

Lee H, Alvarado M, Ingram S, Li B, Liu S Synlett. 2024; 34(18):2169-2174.

PMID: 39006063 PMC: 11245303. DOI: 10.1055/a-2108-9895.

Selectivity in the Elaboration of Bicyclic Borazarenes.

Bhattacharjee A, Davies G, Saeednia B, Wisniewski S, Molander G Adv Synth Catal. 2021; 363(9):2256-2273.

PMID: 34335130 PMC: 8323665. DOI: 10.1002/adsc.202001384.

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