The C-1 Functionalization of Tetrahydroisoquinolines via Cross-Dehydrogenative Coupling Reactions

Author(s):  
Marlyn C. Ortiz Villamizar ◽  
Carlos E. Puerto Galvis ◽  
Vladimir V. Kouznetsov
2020 ◽  
Vol 07 ◽  
Author(s):  
Tanmay Chatterjee ◽  
Nilanjana Mukherjee

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.


2017 ◽  
Vol 23 (52) ◽  
pp. 12795-12804 ◽  
Author(s):  
Takafumi Higuchi ◽  
Risa Tagawa ◽  
Atsuhiro Iimuro ◽  
Shoko Akiyama ◽  
Haruki Nagae ◽  
...  

2019 ◽  
Vol 17 (45) ◽  
pp. 9683-9692 ◽  
Author(s):  
Shikha Gandhi

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.


ChemCatChem ◽  
2020 ◽  
Vol 12 (7) ◽  
pp. 1891-1902 ◽  
Author(s):  
Satyadeep Waiba ◽  
Biplab Maji

RSC Advances ◽  
2020 ◽  
Vol 10 (42) ◽  
pp. 24830-24839
Author(s):  
Xin Chen ◽  
Yunyun Bian ◽  
Baichuan Mo ◽  
Peng Sun ◽  
Chunxia Chen ◽  
...  

One-pot syntheses of diverse indole-3-carboxylic esters have been described through copper(ii)-catalyzed sequential oxidative Chan–Lam N-arylation and cross-dehydrogenative coupling (CDC) reaction.


2020 ◽  
Vol 50 (13) ◽  
pp. 1972-1981
Author(s):  
Zhe Dong ◽  
Yu Liu ◽  
Chen-Wei Zhou ◽  
Jun-Jian Huang ◽  
Tao Guo ◽  
...  

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


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