Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings

Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings

Boron chemistry has evolved to become one of the most diverse and applied fields in organic synthesis and catalysis. Various valuable reactions such as hydroborylations and Suzuki&#8722;Miyaura cross-couplings (SMCs) are now considered as indispensable methods in the synthetic toolbox of researc...

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Main Authors: Janwa El-Maiss, Tharwat Mohy El Dine, Chung-Shin Lu, Iyad Karamé, Ali Kanj, Kyriaki Polychronopoulou, Janah Shaya
Format: Article
Language:English
Published: MDPI AG 2020-03-01
Series:Catalysts
Subjects:
suzuki–miyaura cross-couplings
c(sp<sup>3</sup>) –c(sp<sup>2</sup>)
alkylboron reagents
metal catalysis
Online Access:https://www.mdpi.com/2073-4344/10/3/296
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spelling doaj-4ff2019afce9433a84b2aaa89acaa4402020-11-25T02:57:37ZengMDPI AGCatalysts2073-43442020-03-0110329610.3390/catal10030296catal10030296Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-CouplingsJanwa El-Maiss0Tharwat Mohy El Dine1Chung-Shin Lu2Iyad Karamé3Ali Kanj4Kyriaki Polychronopoulou5Janah Shaya6Université d’Orléans, Institut de Chimie Organique et Analytique, Pole Chimie, Rue de Chartres, 45000 Orléans, FranceInstitut des Biomolécules Max Mousseron (IBMM), UMR 5247, École nationale supérieure de chimie de Montpellier (ENSCM), 240 Avenue du Professeur Emile Jeanbrau, 34090 Montpellier, FranceDepartment of General Education, National Taichung University of Science and Technology, Taichung 404, TaiwanLaboratory of Catalysis Organometallic and Materials (LCOM), Depart. of Chemistry, Faculty of Science I, Lebanese University-Hariri Campus, Hadath, LebanonLaboratory of Catalysis Organometallic and Materials (LCOM), Depart. of Chemistry, Faculty of Science I, Lebanese University-Hariri Campus, Hadath, LebanonDepartment of Mechanical Engineering, Khalifa University of Science and Technology, Abu Dhabi, P.O. Box 127788, UAECollege of Arts and Sciences, Khalifa University, Abu Dhabi, P.O. Box 127788, UAEBoron chemistry has evolved to become one of the most diverse and applied fields in organic synthesis and catalysis. Various valuable reactions such as hydroborylations and Suzuki&#8722;Miyaura cross-couplings (SMCs) are now considered as indispensable methods in the synthetic toolbox of researchers in academia and industry. The development of novel sterically- and electronically-demanding C(sp<sup>3</sup>)&#8722;Boron reagents and their subsequent metal-catalyzed cross-couplings attracts strong attention and serves in turn to expedite the wheel of innovative applications of otherwise challenging organic adducts in different fields. This review describes the significant progress in the utilization of classical and novel C(sp<sup>3</sup>)&#8722;B reagents (9-BBN and 9-MeO-9-BBN, trifluoroboronates, alkylboranes, alkylboronic acids, MIDA, etc.) as coupling partners in challenging metal-catalyzed C(sp<sup>3</sup>)&#8722;C(sp<sup>2</sup>) cross-coupling reactions, such as B-alkyl SMCs after 2001.https://www.mdpi.com/2073-4344/10/3/296suzuki–miyaura cross-couplingsc(sp<sup>3</sup>) –c(sp<sup>2</sup>)alkylboron reagentsmetal catalysis
collection DOAJ
language English
format Article
sources DOAJ
author Janwa El-Maiss
Tharwat Mohy El Dine
Chung-Shin Lu
Iyad Karamé
Ali Kanj
Kyriaki Polychronopoulou
Janah Shaya
spellingShingle Janwa El-Maiss
Tharwat Mohy El Dine
Chung-Shin Lu
Iyad Karamé
Ali Kanj
Kyriaki Polychronopoulou
Janah Shaya
Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings
Catalysts
suzuki–miyaura cross-couplings
c(sp<sup>3</sup>) –c(sp<sup>2</sup>)
alkylboron reagents
metal catalysis
author_facet Janwa El-Maiss
Tharwat Mohy El Dine
Chung-Shin Lu
Iyad Karamé
Ali Kanj
Kyriaki Polychronopoulou
Janah Shaya
author_sort Janwa El-Maiss
title Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings
title_short Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings
title_full Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings
title_fullStr Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings
title_full_unstemmed Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp<sup>3</sup>)–C(sp<sup>2</sup>)) Suzuki-Miyaura Cross-Couplings
title_sort recent advances in metal-catalyzed alkyl–boron (c(sp<sup>3</sup>)–c(sp<sup>2</sup>)) suzuki-miyaura cross-couplings
publisher MDPI AG
series Catalysts
issn 2073-4344
publishDate 2020-03-01
description Boron chemistry has evolved to become one of the most diverse and applied fields in organic synthesis and catalysis. Various valuable reactions such as hydroborylations and Suzuki&#8722;Miyaura cross-couplings (SMCs) are now considered as indispensable methods in the synthetic toolbox of researchers in academia and industry. The development of novel sterically- and electronically-demanding C(sp<sup>3</sup>)&#8722;Boron reagents and their subsequent metal-catalyzed cross-couplings attracts strong attention and serves in turn to expedite the wheel of innovative applications of otherwise challenging organic adducts in different fields. This review describes the significant progress in the utilization of classical and novel C(sp<sup>3</sup>)&#8722;B reagents (9-BBN and 9-MeO-9-BBN, trifluoroboronates, alkylboranes, alkylboronic acids, MIDA, etc.) as coupling partners in challenging metal-catalyzed C(sp<sup>3</sup>)&#8722;C(sp<sup>2</sup>) cross-coupling reactions, such as B-alkyl SMCs after 2001.
topic suzuki–miyaura cross-couplings
c(sp<sup>3</sup>) –c(sp<sup>2</sup>)
alkylboron reagents
metal catalysis
url https://www.mdpi.com/2073-4344/10/3/296
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