Catalytic enantioselective cross dehydrogenative coupling of sp3 C–H of heterocycles

2019 ◽  
Vol 17 (45) ◽  
pp. 9683-9692 ◽  
Author(s):  
Shikha Gandhi
Keyword(s):  
Coupling Reactions ◽  
Dehydrogenative Coupling ◽  
Recent Developments

The recent developments in the asymmetric functionalization of heterocycles via the catalytic enantioselective cross dehydrogenative coupling reactions of heterocyclic sp3 C–H bonds are highlighted in this review.

Recent Developments of Manganese Complexes for Catalytic Hydrogenation and Dehydrogenation Reactions

Synthesis ◽  
2017 ◽  
Vol 49 (15) ◽  
pp. 3377-3393 ◽  
Author(s):  
Biplab Maji ◽  
Milan Barman
Keyword(s):  
Short Review ◽  
Transfer Hydrogenation ◽  
Manganese Complexes ◽  
Coupling Reactions ◽  
Primary Alcohols ◽  
Tridentate Ligands ◽  
Dehydrogenative Coupling ◽  
Recent Developments ◽  
Hydrogenation Reactions ◽  
Dehydrogenation Reactions

Being the third most abundant transition metal in the Earth’s crust (after iron and titanium) and less toxic, reactions catalyzed by manganese are becoming very important. A large number of manganese complexes have been synthesized using bidentate and tridentate ligands. Such manganese complexes display excellent catalytic activities for various important organic transformations, such as hydrogenation, dehydrogenation, dehydrogenative coupling, transfer hydrogenation reactions, etc. In this short review, recent developments of such manganese-catalyzed reactions are presented.1 Introduction2 Well-Defined Manganese-Complex-Catalyzed Hydrogenation Reactions2.1 Hydrogenation of Nitriles2.2 Hydrogenation of Aldehydes and Ketones2.3 Hydrogenation of Esters2.4 Hydrogenation of Amides2.5 Hydrogenation of Carbon Dioxide3 Manganese-Catalyzed Dehydrogenation Reactions3.1 Selective Dehydrogenation of Methanol3.2 Dehydrogenative N-Formylation of Amines by Methanol3.3 Dehydrogenative Coupling Reactions of Alcohols3.4 Imine Synthesis via Dehydrogenative Coupling of Alcohols and Amines3.5 Synthesis of N-Heterocycles via Dehydrogenative Coupling4 Manganese-Catalyzed Dehydrogenation–Hydrogenation Cascades4.1 N-Alkylation of Amines with Primary Alcohols4.2 α-Alkylation of Ketones with Primary Alcohols4.3 Transfer Hydrogenation of Ketones5 Conclusion

Iron-Catalyzed Aerobic Oxidative Cross-Dehydrogenative C(sp3)–H/X–H (X = C, N, S) Coupling Reactions

Synlett ◽  
2020 ◽  
Vol 31 (18) ◽  
pp. 1753-1759
Author(s):  
Da-Zhen Xu ◽  
Ren-Ming Hu ◽  
Yi-Huan Lai
Keyword(s):  
Molecular Oxygen ◽  
Bond Formation ◽  
Research Topic ◽  
Synthetic Chemistry ◽  
Coupling Reactions ◽  
Iron Salts ◽  
Dehydrogenative Coupling ◽  
Recent Developments ◽  
Direct Functionalization ◽  
Made In

The direct functionalization of C(sp3)–H bonds is an attractive research topic in organic synthetic chemistry. The cross-dehydrogenative coupling (CDC) reaction provides a simple and powerful tool for the construction of C–C and C–heteroatom bonds. Recently, some progress has been made in the iron-catalyzed aerobic oxidative CDC reactions. Here, we present recent developments in the direct functionalization of C(sp3)–H bonds catalyzed by simple iron salts with molecular oxygen as the terminal oxidant.1 Introduction2 C(sp3)–C Bond Formation3 C(sp3)–N Bond Formation4 C(sp3)–S(Se) Bond Formation5 Conclusion and Outlook

Transition-Metal-Free Synthetic Strategies for the Cross-Coupling Reactions in Water: A Green Approach

2020 ◽  
Vol 07 ◽  
Author(s):  
Tanmay Chatterjee ◽  
Nilanjana Mukherjee
Keyword(s):  
Transition Metal ◽  
Organic Solvents ◽  
Aqueous Media ◽  
Cross Coupling ◽  
Transition Metal Catalysts ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Organic Transformations ◽  
Green Approach ◽  
Dehydrogenative Coupling

Abstract: A natural driving force is always working behind the synthetic organic chemists towards the development of ‘green’ synthetic methodologies for the synthesis of useful classes of organic molecules having potential applications. The majority of the essential classes of organic transformations, including C-C and C-X (X = heteroatom) bond-forming crosscoupling reactions, cross dehydrogenative-coupling (CDC) mostly rely on the requirement of transition-metal catalysts and hazardous organic solvents. Hence, the scope in developing green synthetic strategies by avoiding the use of transitionmetal catalysts and hazardous organic solvents for those important and useful classes of organic transformations is very high. Hence, several attempts are made so far. Water being the most abundant, cheap, and green solvent in the world; numerous synthetic methods have been developed in an aqueous medium. In this review, the development of transitionmetal- free green synthetic strategies for various important classes of organic transformations such as C-C and C-X bondforming cross-coupling, cross dehydrogenative-coupling, and oxidative-coupling in an aqueous media is discussed.

Tunable Ligand Effects on Ruthenium Catalyst Activity for Selectively Preparing Imines or Amides by Dehydrogenative Coupling Reactions of Alcohols and Amines

2017 ◽  
Vol 23 (52) ◽  
pp. 12795-12804 ◽  
Author(s):  
Takafumi Higuchi ◽  
Risa Tagawa ◽  
Atsuhiro Iimuro ◽  
Shoko Akiyama ◽  
Haruki Nagae ◽  
...  
Keyword(s):  
Catalyst Activity ◽  
Ruthenium Catalyst ◽  
Coupling Reactions ◽  
Ligand Effects ◽  
Dehydrogenative Coupling

Recent developments in the chemistry of low-coordinated organophosphorus compounds

2005 ◽  
Vol 77 (12) ◽  
pp. 2011-2020 ◽  
Author(s):  
Masaaki Yoshifuji
Keyword(s):  
Transition Metal ◽  
Coordination Number ◽  
Organophosphorus Compounds ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Coupling Reactions ◽  
Recent Developments

Sterically protected organophosphorus compounds are described, involving diphosphenes, phosphaethenes, diphosphinidenecyclobutenes (DPCBs), phosphaalkynes, phosphaquinones, diphosphathienoquinones, and so on of coordination number 2 or 1. Application of the DPCBs as well as phosphinophosphaethenes as a ligand of transition-metal catalysts for several organic coupling reactions has been investigated.

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