Synthetically useful aryl-aryl bond formation via Grignard generation and trapping of arynes. A one-step synthesis of p-terphenyl and unsymmetrical biaryls

1985 ◽  
Vol 50 (17) ◽  
pp. 3104-3110 ◽  
Author(s):  
Harold Hart ◽  
Katsumasa Harada ◽  
Chi Jen Frank Du
Keyword(s):  
ChemInform ◽  
2004 ◽  
Vol 35 (38) ◽  
Author(s):  
Xiaobi Jing ◽  
Yaocheng Shi ◽  
Yonghong Liu ◽  
Ying Han ◽  
Chaoguo Yan ◽  
...  

2015 ◽  
Vol 80 (8) ◽  
pp. 4076-4083 ◽  
Author(s):  
David Roca-López ◽  
Victor Polo ◽  
Tomás Tejero ◽  
Pedro Merino
Keyword(s):  

2021 ◽  
Author(s):  
Max Lubberink ◽  
Christian Schnepel ◽  
Christopher Baldwin ◽  
Nicholas Turner ◽  
Sabine Flitsch

N-alkanoyl-N-methylglucamides (MEGAs) are non-toxic surfactants widely used in pharmaceutical and biochemical applications and hence more sustainable syntheses towards these compounds are highly desired. Here we present an aqueous, enzymatic synthesis route towards MEGAs and analogues using carboxylic acid reductase (CAR), which has been engineered to catalyse amide bond formation (CAR-A). Compared to lipase catalysed reactions, this biocatalyst is capable of selective amide bond formation between amino-polyols and fatty acids without the competing esterification reaction being observed. The wide substrate scope of CAR-A catalysed amidation was exemplified by the synthesis of 16 amides including several commercially relevant targets. The ATP co-factor could be recycled from cheap polyphosphate using a kinase. This work establishes acyl-phosphate mediated chemistry as a selective strategy for biocatalytic amide bond formation in the presence of competing alcohol functionalities.


2019 ◽  
Vol 45 ◽  
pp. 146867831982574
Author(s):  
Abdelilah Benallou ◽  
Habib El Alaoui El Abdallaoui ◽  
Hocine Garmes

The mechanistic nature of a [3+2] cycloaddition reaction involving zwitterionic species has been investigated, and the changes of electron density related to the O–C and C–C bond formation along the intrinsic reaction coordinate have been characterized. This polar [3+2] cycloaddition reaction, which takes place through a non-concerted two-stage one-step mechanism, proceeds with a moderate Gibbs free activation energy of 21 kcal mol−1. The reaction begins by the creation of a pseudoradical centre at the central carbon, first on the dimethyl acetylenedicarboxylate, and second on the nitrone framework. This immediately favours the formation of the first O–C single bond by donation of some electron density of the oxygen atom lone pairs, which represents the most attractive centre in this cycloaddition reaction.


2004 ◽  
Vol 34 (9) ◽  
pp. 1723-1727 ◽  
Author(s):  
Xiaobi Jing ◽  
Yaocheng Shi ◽  
Yonghong Liu ◽  
Ying Han ◽  
Chaoguo Yan ◽  
...  

Synthesis ◽  
2019 ◽  
Vol 51 (19) ◽  
pp. 3736-3746
Author(s):  
Bo Yang ◽  
Songlin Zhang

A highly regioselective reaction between allylzinc bromide reagents and α,β-unsaturated oxime ethers for the one-step synthesis of the homoallylic amines is reported. This process is a regioselective 1,2-addition reaction providing a new γ-position with carbon–carbon bond formation. Furthermore, the reaction substrates are widely applicable and can be produced in a high yield.


2016 ◽  
Vol 3 (1) ◽  
pp. 91-95 ◽  
Author(s):  
Peng Sun ◽  
Youzhi Wu ◽  
Yue Huang ◽  
Xiaoming Wu ◽  
Jinyi Xu ◽  
...  

Cinnolines were synthesized in one step from azo and diazo compounds via a Rh(iii)-catalyzed redox-neutral C–H activation and C–N bond formation strategy.


RSC Advances ◽  
2014 ◽  
Vol 4 (69) ◽  
pp. 36882-36889 ◽  
Author(s):  
Taoran Zhang ◽  
Cheng Jin ◽  
Lingyu Wang ◽  
Qinjian Yin

We introduce a facile and novel way that describes the random amphiphilic azo copolymer to construct hollow nanospheres via hydrogen bond formation.


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