Pyrimidine-directed metal-free C-H borylation of 2-pyrimidylanilines: a useful process for tetra-coordinated triarylborane synthesis.
Reads0
Chats0
TLDR
This metal-free directed C–H borylation reaction proceeds smoothly without any interference by external impurities, such as inorganic salts, reactive functionalities, heterocycles and even transition metal precursors, which further enhance its importance.Abstract:
Convenient, easily handled, laboratory friendly, robust approaches to afford synthetically important organoboron compounds are currently of great interest to researchers. Among the various available strategies, a metal-free approach would be overwhelmingly accepted, since the target boron compounds can be prepared in a metal-free state. We herein present a detailed study of the metal-free directed ortho-C–H borylation of 2-pyrimidylaniline derivatives. The approach allowed us to synthesize various boronates, which are synthetically important compounds and various four-coordinated triarylborane derivatives, which could be useful in materials science as well as Lewis-acid catalysts. This metal-free directed C–H borylation reaction proceeds smoothly without any interference by external impurities, such as inorganic salts, reactive functionalities, heterocycles and even transition metal precursors, which further enhance its importance.read more
Citations
More filters
Journal ArticleDOI
Metal-free Phosphorus-Directed Borylation of C(sp2)–H Bonds
Omar Sadek,Arnaud Le Gac,Nereida Hidalgo,Sonia Mallet-Ladeira,Karinne Miqueu,Ghenwa Bouhadir,Didier Bourissou +6 more
TL;DR: In this paper, P-directed electrophilic borylation of naphthyl, biphenyl, N-phenylpyrrole, binaphthymethyl, benzyl, naphTHylmethyl, and polyphenyl pyrrole has been studied.
Journal ArticleDOI
Regio-Selective Transition-Metal-Free C(sp2)-H Borylation: A Subject of Practical and Ongoing Interest in Synthetic Organic Chemistry.
Supriya Rej,Naoto Chatani +1 more
TL;DR: This paper summarizes this recent ongoing interest of transition-metal-free regio-selective C-H borylation and believes that this review will definitely help to increase interest in this field and it will stimulate further progress.
Journal ArticleDOI
Adamantane-1-Carbonyl-Directed C–H Borylation and Hydroxylation of Benzenethiols
Ya-Fei Ji,Dietger Mathias +1 more
TL;DR: In this article , a novel route has been described for C-H borylation and hydroxylation of benzenethiols directed by adamantane-1-carbonyl using BBr3.
Journal ArticleDOI
Metal-free directed C−H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-fluoropyridines
Ya-Fei Ji,Anuradha Agnihotri +1 more
TL;DR: In this paper , a method for metal-free C−H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5fluorophyridine has been reported.
Journal ArticleDOI
Metal-free directed C−H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-fluoropyridines
Ya-Fei Ji,Gaorong Wu,Xiaobo Xu,Anuradha Agnihotri,Shuai Wang,Lu Chen,Binghan Pang,Tao Ma,Ya-Fei Ji +8 more
TL;DR: In this paper, a metal-free C−H borylation of 2-(N-methylanilino)-5-fluoropyridines and 2-benzyl-5-flouropyridine has been reported, which exhibited high efficiency and site exclusivity.
References
More filters
Journal ArticleDOI
Charge carrier transporting molecular materials and their applications in devices.
Journal ArticleDOI
3d Transition Metals for C-H Activation.
Parthasarathy Gandeepan,Thomas Müller,Daniel Zell,Gianpiero Cera,Svenja Warratz,Lutz Ackermann +5 more
TL;DR: A comprehensive overview on first row transition metal catalysts for C-H activation until summer 2018 is provided.
Journal ArticleDOI
A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.
Carlo Sambiagio,David Schönbauer,Remi Blieck,Toan Dao-Huy,Gerit Pototschnig,Patricia Schaaf,Thomas Wiesinger,Muhammad Farooq Zia,Joanna Wencel-Delord,Tatiana Besset,Bert U. W. Maes,Michael Schnürch +11 more
TL;DR: The present review is devoted to summarizing the recent advances (2015–2017) in the field of metal-catalysed group-directed C–H functionalisation.
Journal ArticleDOI
Fluoride Ion Complexation and Sensing Using Organoboron Compounds
TL;DR: Casey Wade is a student at Texas A&M University, where he currently studies anion recognition using main group Lewis acids, and the capture of fluoride, especially in water, is a stimulating academic challenge because of the high hydration enthalpy of this anion.
Journal ArticleDOI
Advances in the Synthesis of Organoborane Polymers for Optical, Electronic, and Sensory Applications
TL;DR: The past decade has witnessed renewed interest and numerous unexpected discoveries in the area of main group organometallic chemistry, and unusual bonding modes have been uncovered and new materials have been developed and new applications are being pursued.