Accessing Elaborated 2,1-Borazaronaphthalene Cores Using Photoredox/Nickel Dual-Catalytic Functionalization
摘要:
A highly effective method for derivatizing 2,1-borazaronaphthalene cores using ammonium alkylbis-(catecholato)silicates via photoredox/nickel dual catalysis is reported. By forging C-sp(3)-C-sp(2) bonds via this approach, alkyl fragments with various functional groups can be introduced to the azaborine core, affording previously inaccessible heterocyclic isosteres in good to excellent yields. The base-free, room-temperature conditions outlined allow sensitive functional group tolerance, even permitting the cross-coupling of unprotected primary and secondary amines.
Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis
作者:Niki R. Patel、Christopher B. Kelly、Matthieu Jouffroy、Gary A. Molander
DOI:10.1021/acs.orglett.6b00024
日期:2016.2.19
Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp3–Csp2 bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and