24341-84-2Relevant academic research and scientific papers
Rhodium-catalyzed boron arylation of 1,2-azaborines
Rudebusch, Gabriel E.,Zakharov, Lev N.,Liu, Shih-Yuan
, p. 9316 - 9319 (2013)
A Sn-phony in B! BN isosteres of biphenyl compounds are prepared through Rh-catalyzed cross-coupling between 2-chloro-1,2-azaborines and arylstannanes (see scheme). The synthetic method should enable investigations of structure-activity relationships (SAR
Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes
Davies, Geraint H. M.,Zhou, Zhao-Zhao,Jouffroy, Matthieu,Molander, Gary A.
, p. 549 - 555 (2017)
The azaborine motif provides a mimic of aromatic systems through replacement of a C=C bond with a B-N bond. In particular, 2,1-borazaronaphthalenes, accessible through robust methods of synthesis and subsequent functionalization, afford an ideal platform to use for a variety of applications. However, the scope of substructures for this archetype has been limited by the lack of nitrogen-containing heteroaryls that can be incorporated within them. In this study, modified reaction conditions were developed to provide access to a wider range of substructures.
Accessing Elaborated 2,1-Borazaronaphthalene Cores Using Photoredox/Nickel Dual-Catalytic Functionalization
Jouffroy, Matthieu,Davies, Geraint H. M.,Molander, Gary A.
supporting information, p. 1606 - 1609 (2016/04/26)
A highly effective method for derivatizing 2,1-borazaronaphthalene cores using ammonium alkylbis(catecholato)silicates via photoredox/nickel dual catalysis is reported. By forging Csp3-Csp2 bonds via this approa
A convergent, modular approach to functionalized 2,1-borazaronaphthalenes from 2-aminostyrenes and potassium organotrifluoroborates
Wisniewski, Steven R.,Guenther, Courtney L.,Andreea Argintaru,Molander, Gary A.
, p. 365 - 378 (2014/01/17)
Azaborines are an important class of compounds with applications in both medicinal chemistry and materials science. The first borazaronaphthalene, 2-chloro-2,1-borazaronaphthalene, was reported in 1959; however, access to more highly functionalized substructures has been limited because of the harsh reaction conditions required to displace the chloride on boron. A convergent approach has been developed to synthesize disubstituted 2,1-borazaronaphthalenes from N-substituted 2-aminostyrenes and potassium organotrifluoroborates, where the potassium organotrifluoroborate is converted to the active R-BX2 species (X = Cl or F) in situ by addition of a fluorophile. Starting from aryl-, heteroaryl-, alkynyl-, alkenyl-, and alkyltrifluoroborates, a library of highly functionalized 2,1-borazaronaphthalenes were synthesized in one step under mild, transition-metal-free conditions.
Tricarbonylchrommm complexes of 1,2-Dihydro-1,2-benzazaborines
Pan, Jun,Kampf, Jeff W.,Ashe, Arthur J.
, p. 506 - 511 (2009/05/30)
l,2-Dihydro-2-phenyl-1,2-benzazaborine reacts with Cr(CO) 3(CH3CN)3 in THF at 140 °C to form complex 18, in which the phenyl is >n6-bound to chromium. 1,2-Dihydro-2-methyl-1,2-benzazaborine reacts with Cr(CO)su
