scholarly journals Recent advances in sulfur–nitrogen bond formation via cross-dehydrogenative coupling reactions

RSC Advances ◽  
2018 ◽  
Vol 8 (33) ◽  
pp. 18456-18469 ◽  
Author(s):  
Fatemeh Alsadat Hosseini Nasab ◽  
Leila Zare Fekri ◽  
Aazam Monfared ◽  
Akram Hosseinian ◽  
Esmail Vessally

This review surveys the construction of sulfur–nitrogen bonds through cross-dehydrogenative coupling reactions between thiols and N–H compounds.

Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 2853-2866 ◽  
Author(s):  
Arkaitz Correa ◽  
Marcos Segundo

The functionalization of typically unreactive C(sp3)–H bonds holds great promise for reducing the reliance on existing functional groups while improving atom-economy and energy efficiency. As a result, this topic is a matter of genuine concern for scientists in order to achieve greener chemical processes. The site-specific modification of α-amino acid and peptides based upon C(sp3)–H functionalization still represents a great challenge of utmost synthetic importance. This short review summarizes the most recent advances in ‘Cross-Dehydrogenative Couplings’ of α-amino carbonyl compounds and peptide derivatives with a variety of nucleophilic coupling partners.1 Introduction2 C–C Bond-Forming Oxidative Couplings2.1 Reaction with Alkynes2.2 Reaction with Alkenes2.3 Reaction with (Hetero)arenes2.4 Reaction with Alkyl Reagents3 C–Heteroatom Bond-Forming Oxidative Couplings3.1 C–P Bond Formation3.2 C–N Bond Formation3.3 C–O and C–S Bond Formation4 Conclusions


Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 3835-3847 ◽  
Author(s):  
Qihang Guo ◽  
Zhan Lu

Over the last decade, N–N bond formation as a synthetic strategy has emerged as a powerful key step in the construction of highly valuable heterocycles from easily obtained materials. This review focuses on recent methods used to build N–N bonds, classified by intra- and intermolecular reactions with various types of N–X (O, C, N, H) bond cleavage.1 I ntroduction2 Intramolecular N–N Bond Formation2.1 Cleavage of N–O Bonds2.2 Cleavage of N–C Bonds2.3 Cleavage of N–N Bonds2.4 Cleavage of N–H Bonds2.4.1 Construction of Pyrazole Derivatives2.4.2 Construction of Triazole Derivatives2.4.3 Construction of Indazole and Pyrazoline Derivatives2.4.4 Construction of Other N–N Bond Derivatives3 Intermolecular N–N Bond Formation4 Conclusion


Author(s):  
Murugan Subaramanian ◽  
Ganesan Sivakumar ◽  
Ekambaram Balaraman

In this review article, recent advances in nickel-catalyzed hydrogen auto-transfer (HA) and acceptorless dehydrogenative coupling (ADC) reactions for the construction of C–C and C–N bonds have been discussed.


Synthesis ◽  
2021 ◽  
Author(s):  
Amanda Aline Barboza ◽  
Juliana Arantes Dantas ◽  
Mateus Oliveira Costa ◽  
Attilio Chiavegatti ◽  
Guilherme Augusto de Melo Jardim ◽  
...  

Over the past years, Pd(II)-catalyzed oxidative couplings enabled the achievement of molecular scaffolds with high structural diversity via C−C, C-N and C-O bond-formation reactions. In contrast to the use of stoichiometric amounts of more common oxidants, such as metal salts (Cu and Ag) and benzoquinone derivatives, the use of molecular oxygen in the direct or indirect regeneration of Pd(II) species presents itself as a more viable alternative in terms of economy and sustainability. In this review, we describe recent advances on the development Pd-catalyzed oxidative cyclizations/functionalizations, where molecular oxygen plays a pivotal role as the sole stoichiometric oxidant. 1 Introduction 2 Oxidative C-C and C-Nu Coupling 2.1 Intramolecular Oxidative C-Nu Heterocyclization Reactions 2.1.1 C-H Activation 2.1.2 Wacker/aza-Wacker Type Cyclization 2.1.3 Tandem Wacker/aza-Wacker and Cyclization/Cross Coupling Reactions 2.2 Intermolecular Oxidative C-Nu Heterocoupling Reactions 2.3 Intramolecular Oxidative (C-C) Carbocyclization Reactions 2.4 Intermolecular Oxidative C-C Coupling Reactions 2.4.1 Cyclization Reactions 2.4.2 Cross-Coupling Reactions 2.4.3 Homo-Coupling Reactions 3 Aerobic Dehydrogenative Coupling/Functionalization 4 Oxidative C-H Functionalization 5 Summary


Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1719-1737 ◽  
Author(s):  
Lindsay McMurray ◽  
Thomas M. McGuire ◽  
Rachel L. Howells

This review covers recent advances in decarboxylative photocatalysis applicable to the medicinal chemist. The review is not intended to be exhaustive, but instead is focussed on transformations that could be useful in the synthesis of drug-like compounds in order to highlight the utility of this methodology in the development of new pharmaceutical candidates.1 Introduction2 C–C Bond Formation3 C–N and C–O Bond Formation4 Fluorination and Trifluoromethylation5 Hydrodecarboxylation6 Protein Functionalisation7 Conclusion


2017 ◽  
Vol 8 (9) ◽  
pp. 5845-5888 ◽  
Author(s):  
Mahesh K. Lakshman ◽  
Prasanna K. Vuram

This is a perspective on cross-dehydrogenative coupling reactions of aromatic and heteroaromatic systems with ethers and alcohols via metal or organic catalysis, and through uncatalyzed means, leading to C–C and C–N bond formation.


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