scholarly journals Recent Advances in Metal-Catalyzed Alkyl–Boron (C(sp3)–C(sp2)) Suzuki-Miyaura Cross-Couplings

Catalysts ◽  
2020 ◽  
Vol 10 (3) ◽  
pp. 296 ◽  
Author(s):  
Janwa El-Maiss ◽  
Tharwat Mohy El Dine ◽  
Chung-Shin Lu ◽  
Iyad Karamé ◽  
Ali Kanj ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Significant Progress ◽  
Cross Coupling Reactions ◽  
Recent Advances ◽  
Boron Chemistry ◽  
Metal Catalyzed ◽  
Applied Fields

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–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(sp3)–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(sp3)–B reagents (9-BBN and 9-MeO-9-BBN, trifluoroboronates, alkylboranes, alkylboronic acids, MIDA, etc.) as coupling partners in challenging metal-catalyzed C(sp3)–C(sp2) cross-coupling reactions, such as B-alkyl SMCs after 2001.

Microwave-assisted Carbon-carbon and Carbon-heteroatom Cross-coupling Reactions in Organic Synthesis

2020 ◽  
Vol 7 (2) ◽  
pp. 86-98
Author(s):  
Rammyani Pal ◽  
Chhanda Mukhopadhyay
Keyword(s):  
Microwave Irradiation ◽  
Organic Synthesis ◽  
Cross Coupling ◽  
Side Reactions ◽  
Coupling Reactions ◽  
Considerable Effort ◽  
Microwave Assisted ◽  
External Heat Source ◽  
Cross Coupling Reactions ◽  
Metal Catalyzed

Conventionally, the organic reactions are accomplished by conductive heating with an external heat source like an oil bath. On the contrary, since its inception, the application of microwave irradiation is growing as a suitable alternate heating method in organic synthesis. Microwave heating considerably reduces the reaction time without promoting any side reactions. The fundamental synthetic organic chemistry majorly deals with transition-metal-catalyzed C–C and C–heteroatom bond formation reactions. It is one of the most important methods in contemporary chemistry resulting in a tremendous increment in the applications of these reactions during the last few years. This field has been acknowledged with a number of Nobel Prizes during the last decade (2001, 2005 and 2010). A considerable effort has been done on the continuous development of new ligands and catalysts as well as an increased understanding of the mechanisms for the improvement of the reaction condition. This review focuses on some of the latest developments in the area of cross-coupling reactions aided by microwave irradiation.

Oxime ethers as versatile precursors in organic synthesis: a review

RSC Advances ◽  
2015 ◽  
Vol 5 (97) ◽  
pp. 79361-79384 ◽  
Author(s):  
Zohreh Mirjafary ◽  
Morteza Abdoli ◽  
Hamid Saeidian ◽  
Sadjad Boroon ◽  
Ali Kakanejadifard
Keyword(s):  
Organic Synthesis ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Metal Catalyzed

This review is a survey of the literature describing synthetic applications of oxime ethers. The cyclization and metal-catalyzed cross-coupling reactions of oxime ethers in recent years are also highlighted.

Recent Advances in Metal-Catalyzed, Electrochemical Coupling Reactions of sp2 Halides/Boronic Acids and sp3 Centers

Synthesis ◽  
2020 ◽  
Author(s):  
Zachary J. Gale-Day
Keyword(s):  
Cross Coupling ◽  
Short Review ◽  
Boronic Acids ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Organic Electrochemistry ◽  
Recent Advances ◽  
Electrochemical Coupling ◽  
Metal Catalyzed

AbstractTraditionally, metal-catalyzed cross-coupling reactions rely on stable but expensive metals, such as palladium. However, the recent development of synthetic organic electrochemistry allows for in situ redox manipulations, expanding the use of cheaper, abundant and sustainable metals, such as nickel and copper as efficient cross-coupling catalysts. This short review covers the recent advances in metal-catalyzed electrochemical coupling reactions, with a focus on reactions of sp2 electrophiles and nucleophiles with sp3 coupling partners to form both C–C and C–heteroatom bonds.1 Introduction2 Nickel-Catalyzed C–C sp2–sp3 Coupling Reactions3 Coupling of Aryl Groups with Heteroatomic Nuclei4 Conclusion

scholarly journals Recent Advances of Pd/C-Catalyzed Reactions

Catalysts ◽  
2021 ◽  
Vol 11 (9) ◽  
pp. 1078
Author(s):  
Zhenjun Mao ◽  
Haorui Gu ◽  
Xufeng Lin
Keyword(s):  
Total Synthesis ◽  
Organic Synthesis ◽  
Palladium Catalyst ◽  
Cross Coupling ◽  
Catalyst System ◽  
Coupling Reactions ◽  
Reduction Reactions ◽  
Cross Coupling Reactions ◽  
Recent Advances ◽  
Catalyzed Reactions

The Pd/C-catalyzed reactions, including reduction reactions and cross-coupling reactions, play an irreplaceable role in modern organic synthesis. Compared to the homogeneous palladium catalyst system, the heterogeneous Pd/C catalyst system offers an alternative protocol that has particular advantages and applications. Herein, a review on Pd/C-catalyzed reactions is presented. Both the advances in Pd/C-catalyzed methodologies and the application of Pd/C-catalysis in total synthesis are covered in this review.

Recent Advances in Csp3−Csp3 Cross-Coupling via Metallaphotoredox Strategy

Synthesis ◽  
2020 ◽  
Author(s):  
Weiming Yuan ◽  
Songlin Zheng ◽  
Yuanyuan Hu
Keyword(s):  
Organic Molecules ◽  
Cross Coupling ◽  
Short Review ◽  
Coupling Reactions ◽  
Organometallic Reagents ◽  
Cross Coupling Reactions ◽  
Recent Advances ◽  
Indispensable Tool ◽  
Metal Catalyzed ◽  
Important Progress

Transition metal-catalyzed carbon-carbon cross-coupling reactions have emerged the tremendous achievements in modern synthetic chemistry and to date explored as an indispensable tool for organic molecules construction. Despite important progress in this area, the theme of joining two C(sp3)-hybridized alkyl fragments remains yet elusive. So far, the existing methods have largely relied on using organometallic reagents as the nucleophilic coupling partners, thereby inevitably limiting functional groups compatibility. Although cross-electrophile coupling may alleviate the pain somewhat, it is necessary to add stoichiometric amounts of reductant to complete the catalytic cycle. Recently, the emergence of photoredox mediated single-electron transmetallation strategy evoked an ideal paradigm for selectively manipulating C(sp3)‒C(sp3) cross-coupling with unprecedented applying native C(sp3)-functionalities instead of organometallic reagents, thus opens a new window for C(sp3)‒C(sp3) bond creation. This short review will highlight the recent advances of the exciting subfield.

Sign in / Sign up

Export Citation Format

Share Document