Amidinyl Radical Formation through Anodic N−H Bond Cleavage and Its Application in Aromatic C−H Bond Functionalization

2016 ◽  
Vol 129 (2) ◽  
pp. 602-605 ◽  
Author(s):  
Huai-Bo Zhao ◽  
Zhong-Wei Hou ◽  
Zhan-Jiang Liu ◽  
Ze-Feng Zhou ◽  
Jinshuai Song ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Radical Formation ◽  
Bond Functionalization

Amidinyl Radical Formation through Anodic N−H Bond Cleavage and Its Application in Aromatic C−H Bond Functionalization

2016 ◽  
Vol 56 (2) ◽  
pp. 587-590 ◽  
Author(s):  
Huai-Bo Zhao ◽  
Zhong-Wei Hou ◽  
Zhan-Jiang Liu ◽  
Ze-Feng Zhou ◽  
Jinshuai Song ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Radical Formation ◽  
Bond Functionalization

The Mechanism of NO Bond Cleavage in Rhodium-Catalyzed CH Bond Functionalization of QuinolineN-oxides with Alkynes: A Computational Study

2015 ◽  
Vol 21 (28) ◽  
pp. 10131-10137 ◽  
Author(s):  
Yingzi Li ◽  
Song Liu ◽  
Zisong Qi ◽  
Xiaotian Qi ◽  
Xingwei Li ◽  
...  
Keyword(s):  
Computational Study ◽  
Bond Cleavage ◽  
Bond Functionalization

Direct C–H heteroarylation of azoles with 1,2-di(pyrimidin-2-yl)disulfides through C–S cleavage of disulfides

RSC Advances ◽  
2016 ◽  
Vol 6 (81) ◽  
pp. 78059-78063 ◽  
Author(s):  
Kai-Jie Wei ◽  
Zheng-jun Quan ◽  
Zhang Zhang ◽  
Yu-xia Da ◽  
Xi-cun Wang
Keyword(s):  
Bond Cleavage ◽  
Bond Functionalization

C–C bond construction via C–H bond functionalization of oxazoles/thiazoles and C–S bond cleavage of di(hetero)aryl disulfides are described.

Advances in Silylation and Borylation of Fluoroarenes and gem-Difluoroalkenes via C-F bond Cleavage

2021 ◽  
Author(s):  
Zhang Feng ◽  
Shasha Geng ◽  
Juan Zhang
Keyword(s):  
Organic Synthesis ◽  
Bond Cleavage ◽  
Bond Functionalization

Organoboron and organosilane compounds are widely used in organic synthesis and pharmaceuticals. In addition, the C-F bond functionalization is a useful tool for the construction of carbon-carbon and carbon-heteroatom bonds....

Radical C‒N Borylation of Aromatic Amines Enabled by a Pyrylium Reagent

2019 ◽  
Author(s):  
Yuanhong Ma ◽  
Yue Pang ◽  
jan niski ◽  
Markus Leutzsch ◽  
Josep Cornella
Keyword(s):  
Aromatic Amines ◽  
Driving Force ◽  
Bond Cleavage ◽  
Radical Reaction ◽  
Radical Formation ◽  
Planar Structure ◽  
Amino Group ◽  
Aryl Radical ◽  
Electronic Environment

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)‒N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)‒N bond and forges a new C(sp2)‒B bond. The unique non-planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment.<br>

scholarly journals Radical C‒N Borylation of Aromatic Amines Enabled by a Pyrylium Reagent

2019 ◽  
Author(s):  
Yuanhong Ma ◽  
Yue Pang ◽  
jan niski ◽  
Markus Leutzsch ◽  
Josep Cornella
Keyword(s):  
Aromatic Amines ◽  
Driving Force ◽  
Bond Cleavage ◽  
Radical Reaction ◽  
Radical Formation ◽  
Planar Structure ◽  
Amino Group ◽  
Aryl Radical ◽  
Electronic Environment

Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)‒N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reactivity. The combination of terpyridine and a diboron reagent triggers a radical reaction which cleaves the C(sp2)‒N bond and forges a new C(sp2)‒B bond. The unique non-planar structure of the pyridinium intermediate, provides the necessary driving force for the aryl radical formation. The method permits borylation of a wide variety of aromatic amines indistinctively of the electronic environment.<br>

UV-induced radical formation and isomerization of 4-methoxyindole and 5-methoxyindole

2020 ◽  
Vol 22 (40) ◽  
pp. 22943-22955 ◽  
Author(s):  
A. J. Lopes Jesus ◽  
Mário T. S. Rosado ◽  
R. Fausto ◽  
I. Reva
Keyword(s):  
Bond Cleavage ◽  
Radical Formation ◽  
Uv Excitation

UV-excitation of matrix-isolated methoxyindoles induces the N–H bond cleavage resulting in indolyl radicals. These, in turn, recombine with the released H atom to form 3H-tautomers.

Sign in / Sign up

Export Citation Format

Share Document