Amino acid derived CuII compounds as catalysts for asymmetric oxidative coupling of 2-naphthol

2015 ◽  
Vol 44 (4) ◽  
pp. 1612-1626 ◽  
Author(s):  
Pedro Adão ◽  
Sónia Barroso ◽  
M. Fernanda N. N. Carvalho ◽  
Carlos M. Teixeira ◽  
Maxim L. Kuznetsov ◽  
...  
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Product Yields ◽  
Aqueous Conditions

Several chiral amino acid-derived CuII complexes were prepared and used as catalysts in the aerobic oxidative coupling of 2-naphthol. Moderate homocoupling product yields and enantiomeric excesses were obtained under mild, aqueous conditions.

The oxidative coupling between benzaldehyde derivatives and phenylacetylene catalyzed by rhodium complexes via C-H bond activation

2020 ◽  
Vol 26 (1) ◽  
pp. 20-25
Author(s):  
Xinyi Zhao ◽  
Hongge Jia ◽  
Qingji Wang ◽  
Heming Song ◽  
Yanan Tang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Bond Activation ◽  
Coupling Reaction ◽  
Reaction Yield ◽  
Rhodium Complexes ◽  
Electronic Effects ◽  
Oxidative Coupling Reaction ◽  
Excellent Activity ◽  
Benzaldehyde Derivatives

AbstractThis paper reports the use of rhodium (Rh) catalysts for the oxidative coupling reaction between phenylacetylene and benzaldehyde derivatives via C-H bond activation. These reactions were catalyzed by Rh(l-amino acid)(cod) (the l-amino acid is l-phenylalanine, l-valine or l-proline; cod is 1,5-cyclooctadiene) to obtain chromones in 12.7–88.3% yield. These new Rh catalysts have excellent activity for the coupling reaction between phenylacetylene and different benzaldehyde derivatives. It was found that the electronic effects of the benzaldehyde derivative substituent affected the reaction yield, which is in accordance with the proposed mechanism.

scholarly journals Synthesis, Structure, and Catalytic Reactivity of Pd(II) Complexes of Proline and Proline Homologs

Catalysts ◽  
2019 ◽  
Vol 9 (6) ◽  
pp. 515 ◽  
Author(s):  
David B. Hobart ◽  
Joseph S. Merola ◽  
Hannah M. Rogers ◽  
Sonia Sahgal ◽  
James Mitchell ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Amino Acid ◽  
Oxidative Coupling ◽  
Lattice Structures ◽  
Single Crystal Xrd ◽  
Acetone Water ◽  
Square Planar ◽  
Catalytically Active ◽  
Catalytic Reactivity ◽  
Phenylboronic Acids

Palladium(II) acetate reacts with proline and proline homologs in acetone/water to yield square planar bis-chelated palladium amino acid complexes. These compounds are all catalytically active with respect to oxidative coupling of olefins and phenylboronic acids. Some enantioselectivity is observed and formation of products not reported in other Pd(II) oxidative couplings is seen. The crystal structures of nine catalyst complexes were obtained. Extended lattice structures arise from N-H••O or O••(HOH)••O hydrogen bonding. NMR, HRMS, and single-crystal XRD data obtained on all are evaluated.

Environmentally responsive amino acid-bioconjugated dynamic covalent copolymer as a versatile scaffold for conjugation

RSC Advances ◽  
2015 ◽  
Vol 5 (39) ◽  
pp. 30456-30463 ◽  
Author(s):  
Lin Wang ◽  
Li Liu ◽  
Libin Wu ◽  
Lingzhi Liu ◽  
Xiaobei Wang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Click Reaction ◽  
Coupling Reaction ◽  
Ph Responsive ◽  
Oxidative Coupling Reaction ◽  
Environmentally Responsive

A tyrosine-conjugated biodynamer with thermo/pH-responsive and adaptive features is constructed and modified by tyrosine-click reaction and HRP-mediated oxidative coupling reaction.

Synthesis of α-enamino esters via Cu(ii)-promoted dehydrogenation of α-amino acid esters: application to the synthesis of polysubstituted pyrroles

2015 ◽  
Vol 2 (11) ◽  
pp. 1521-1530 ◽  
Author(s):  
Nini Zhou ◽  
Zhongle Li ◽  
Zhixiang Xie
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Amino Acid Esters ◽  
Acid Esters

α-Enamino esters are synthesized from α-amino acid esters using Cu(ii)-promoted dehydrogenation. Application of the α-enamino esters to the synthesis of polysubstituted pyrroles is achieved through oxidative coupling with alkynes under Cu(ii)-promoted conditions.

ChemInform Abstract: Amino Acid and Water-Driven Tunable Green Protocol to Access S-S/C-S Bonds via Aerobic Oxidative Coupling and Hydrothiolation.

ChemInform ◽  
2015 ◽  
Vol 46 (8) ◽  
pp. no-no
Author(s):  
Amit Shard ◽  
Rajesh Kumar ◽  
Saima Saima ◽  
Nidhi Sharma ◽  
Arun K. Sinha
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Green Protocol

Oxidative coupling of enolates using memory of chirality: an original enantioselective synthesis of quaternary α-amino acid derivatives

2018 ◽  
Vol 54 (90) ◽  
pp. 12742-12745
Author(s):  
Antonin Mambrini ◽  
Didier Gori ◽  
Régis Guillot ◽  
Cyrille Kouklovsky ◽  
Valérie Alezra
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Enantioselective Synthesis ◽  
Amino Acid Derivatives ◽  
Memory Of Chirality

A memory of chirality strategy allowed the first enantioselective oxidative heterocoupling of enolates.

Amino acid and water-driven tunable green protocol to access S–S/C–S bonds via aerobic oxidative coupling and hydrothiolation

RSC Advances ◽  
2014 ◽  
Vol 4 (63) ◽  
pp. 33399-33407 ◽  
Author(s):  
Amit Shard ◽  
Rajesh Kumar ◽  
Saima Saima ◽  
Nidhi Sharma ◽  
Arun K. Sinha
Keyword(s):  
Amino Acid ◽  
Oxidative Coupling ◽  
Green Protocol

Arginine in conjunction with water has been employed as an effective and recyclable organocatalyst for oxidative coupling of thiophenols and hydrothiolation of alkynes.

Microfluidic synthesis of α-ketoesters via oxidative coupling of acetophenones with alcohols under metal-free conditions

2017 ◽  
Vol 2 (5) ◽  
pp. 650-655 ◽  
Author(s):  
Shiyu Guo ◽  
Zhongxue Dai ◽  
Jiawei Hua ◽  
Zhao Yang ◽  
Zheng Fang ◽  
...  
Keyword(s):  
Microfluidic Chip ◽  
Oxidative Coupling ◽  
Metal Free ◽  
Product Yields ◽  
Novel Method

An efficient and novel method for the synthesis of α-ketoesters has been developed via oxidative coupling of acetophenones with alcohols under TBHP/I2/DBU conditions in a microfluidic chip reactor, which has a wide substrate scope, uses a lower dosage of iodine and affords higher product yields in only a few seconds.

Synthesis of d4T- 5′-glycosyl-1″-phosphoramidates from H-Phosphonates via an Oxidative Coupling Strategy

2013 ◽  
Vol 483 ◽  
pp. 79-82
Author(s):  
Shan Shan Gong ◽  
Guo Dong Liu ◽  
Qing Kun Yang ◽  
Qi Sun
Keyword(s):  
Amino Acid ◽  
Methyl Ester ◽  
Oxidative Coupling ◽  
Acid Methyl Ester ◽  
Synthetic Method ◽  
Acid Methyl ◽  
Coupling Strategy ◽  
High Yields ◽  
Amino Acid Methyl Ester ◽  
Anti Hiv

An improved synthetic method based on glycosyl-1-H-phosphonate diesters has been developed for the preparation ofO-d4T-5′-O-glycosyl-1″-phosphoramidate diesters, a kind of potential anti-HIV prodrugs. The target products were synthesized in high yields by using the CCl4/Et3N/amino acid methyl ester system.

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