Atom Economy in the Metathesis Cross-Coupling of Alkenes and Alkynes

2011 ◽  
Vol 13 (11) ◽  
pp. 2896-2899 ◽  
Author(s):  
Joseph R. Clark ◽  
Steven T. Diver
Keyword(s):  
Cross Coupling ◽  
Atom Economy

Nickel-Catalyzed Paired Electrochemical Cross-Coupling of Aryl Halides with Nucleophiles

Synthesis ◽  
2021 ◽  
Author(s):  
Yong Zhang ◽  
Wenxuan Sun ◽  
Chao Li
Keyword(s):  
Organic Chemistry ◽  
Energy Efficiency ◽  
Anodic Oxidation ◽  
Counter Electrode ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Electrochemical Reactions ◽  
Coupling Reactions ◽  
Atom Economy ◽  
Cross Coupling Reactions

Electrochemistry has recently gained increased attention as a versatile strategy for achieving challenging transformations at the forefront of synthetic organic chemistry. However, most electrochemical transformations only employ one electrode (anodic oxidation or cathodic reduction) to afford the desired products, while the chemistry that occurs at the counter electrode yields stoichiometric waste. In contrast, paired electrochemical reactions can synchronously utilize the anodic and cathodic reactions to deliver the desired product, thus improving the atom economy and energy efficiency of the electrolytic process. This review gives an overview of recent advances in nickel-catalyzed paired electrochemical cross-coupling reactions of aryl/alkenyl halides with different nucleophiles.

Efficient and Regioselective Synthesis of Phenothiazine via Ferric Citrate Catalyzed C-S/C-N Cross-Coupling

2018 ◽  
Vol 16 (1) ◽  
pp. 16-24
Author(s):  
Tonmoy Chitta Das ◽  
Syed Aziz Imam Quadri ◽  
Mazahar Farooqui
Keyword(s):  
Cross Coupling ◽  
Ferric Citrate ◽  
Regioselective Synthesis ◽  
Environmentally Benign ◽  
Coupling Reactions ◽  
Atom Economy ◽  
Phenothiazine Derivatives ◽  
First Report ◽  
Cross Coupling Reactions ◽  
Benign Synthesis

Efficient C-S and C-N cross-coupling reactions have been developed for regioselective, scalable and environmentally benign synthesis of substituted phenothiazine derivatives. Cross-coupling reactions were demonstrated on various challenging substrates using non-toxic, highly economical, readily available ferric citrate as a catalyst to get desired product with high regioselectivity. Atom economy is the added advantage of this protocol since additional N-protection step before coupling and eventual deprotection of the same to obtain the desired product arenot required. To the best of our knowledge, this is the first report on the use of inexpensive ferric citrate as a catalyst without involving any ligand for the synthesis of regioselectively substituted phenothiazine.

ChemInform Abstract: Atom Economy in the Metathesis Cross-Coupling of Alkenes and Alkynes.

ChemInform ◽  
2011 ◽  
Vol 42 (38) ◽  
pp. no-no
Author(s):  
Joseph R. Clark ◽  
Steven T. Diver
Keyword(s):  
Cross Coupling ◽  
Atom Economy

Transition-Metal-Free Aerobic Oxidative Cross-Coupling of Indoles with Arylidenemalononitriles

Synlett ◽  
2019 ◽  
Vol 31 (02) ◽  
pp. 194-198
Author(s):  
Aizhen Yang ◽  
Zheng Li
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Cross Coupling ◽  
Transition Metal Catalysts ◽  
High Yield ◽  
Atom Economy ◽  
Direct Construction ◽  
Organometallic Reagents ◽  
Metal Free ◽  
Mild Conditions

An efficient method for the direct construction of C(sp2)–C(sp2) bonds by aerobic oxidative cross-coupling of indoles with arylidenemalononitriles is described. Various [aryl(1H-indol-3-yl)methylene]malononitriles were efficiently synthesized by using air as an oxidant under mild conditions. The salient features for this protocol are no transition-metal catalysts, no organometallic reagents, high atom economy, high yield, mild conditions, and simple workup procedures.

Recent Advances in Electrochemical Oxidative Cross-Coupling for the Construction of C–S Bonds

Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1149-1163 ◽  
Author(s):  
Chunlan Song ◽  
Kun Liu ◽  
Xin Dong ◽  
Chien-Wei Chiang ◽  
Aiwen Lei
Keyword(s):  
Organic Molecules ◽  
Bond Formation ◽  
Cross Coupling ◽  
Oxidative Cyclization ◽  
Coupling Reactions ◽  
Atom Economy ◽  
Cross Coupling Reactions ◽  
Synthetic Routes ◽  
Sulfur Containing ◽  
Made In

With the importance of sulfur-containing organic molecules, developing methodologies toward C–S bond formation is a long-standing goal, and, to date, considerable progress has been made in this area. Recent electrochemical oxidative cross-coupling reactions for C–S bond formation allow the synthesis of sulfur-containing molecules from more effective synthetic routes with high atom economy under mild conditions. In this review, we highlight the vital progress in this novel research arena with an emphasis on the synthetic and mechanistic aspects of the organic electrochemistry reactions.1 Introduction2 Electrochemical Oxidative Sulfonylation for the Formation of C–S Bonds2.1 Applications of Sulfinic Acid Derivatives for the Formation of C–S Bonds2.2 Applications of Sulfonylhydrazide Derivatives for the Formation of C–S Bonds3 Electrochemical Oxidative Thiolation for the Formation of C–S Bonds3.1 Applications of Disulfide Derivatives for the Formation of C–S Bonds3.2 Applications of Thiophenol Derivatives for the Formation of C–S Bonds4 Electrochemical Oxidative Thiocyanation for the Formation of C–S Bonds5 Electrochemical Oxidative Cyclization for the Formation of C–S Bonds6 Conclusion

Photoredox/Pd dual-catalytic three-component cross-coupling

2020 ◽  
Author(s):  
Logan Forshee ◽  
Kaitie Cartwright ◽  
Jon Tunge ◽  
Megan Hegarty
Keyword(s):  
Cross Coupling
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