Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines

2019 ◽  
Vol 55 (42) ◽  
pp. 5958-5961 ◽  
Author(s):  
Atanu Bera ◽  
Motahar Sk ◽  
Khushboo Singh ◽  
Debasis Banerjee

The nickel-catalysed dehydrogenative coupling of 1,2-di-amino-benzene with primary alcohols and diols for the synthesis of N-heterocycles is reported. The catalytic protocol enables the transformation in up to 91% yield and generates water and hydrogen gas as byproducts.

Molecules ◽  
2020 ◽  
Vol 25 (7) ◽  
pp. 1590
Author(s):  
Motahar Sk ◽  
Ashish Kumar ◽  
Jagadish Das ◽  
Debasis Banerjee

Herein, we developed a simple iron-catalyzed system for the α-alkenylation of ketones using primary alcohols. Such acceptor-less dehydrogenative coupling (ADC) of alcohols resulted in the synthesis of a series of important α,β-unsaturated functionalized ketones, having aryl, heteroaryl, alkyl, nitro, nitrile and trifluoro-methyl, as well as halogen moieties, with excellent yields and selectivity. Initial mechanistic studies, including deuterium labeling experiments, determination of rate and order of the reaction, and quantitative determination of H2 gas, were performed. The overall transformations produce water and dihydrogen as byproducts.


2012 ◽  
Vol 354 (13) ◽  
pp. 2403-2406 ◽  
Author(s):  
Dipankar Srimani ◽  
Ekambaram Balaraman ◽  
Boopathy Gnanaprakasam ◽  
Yehoshoa Ben-David ◽  
David Milstein

ChemInform ◽  
1990 ◽  
Vol 21 (8) ◽  
Author(s):  
M. NAKADA ◽  
Y. AIMIN ◽  
S. KAWAKAMI ◽  
S. IWAKI ◽  
T. YAMAGUCHI

2019 ◽  
Vol 38 (19) ◽  
pp. 3590-3601
Author(s):  
Wasihun Menberu Dagnaw ◽  
Yu Lu ◽  
Ruihua Zhao ◽  
Zhi-Xiang Wang

2009 ◽  
Vol 121 (3) ◽  
pp. 567-571 ◽  
Author(s):  
Theo Zweifel ◽  
Jean-Valère Naubron ◽  
Hansjörg Grützmacher

ChemInform ◽  
2009 ◽  
Vol 40 (21) ◽  
Author(s):  
Theo Zweifel ◽  
Jean-Valere Naubron ◽  
Hansjoerg Gruetzmacher

2014 ◽  
Vol 4 (10) ◽  
pp. 3631-3635 ◽  
Author(s):  
Sondomoyee Konika Moromi ◽  
S. M. A. Hakim Siddiki ◽  
Md. Ayub Ali ◽  
Kenichi Kon ◽  
Ken-ichi Shimizu

2018 ◽  
Vol 42 (2) ◽  
pp. 807-811 ◽  
Author(s):  
Fahimeh Feizpour ◽  
Maasoumeh Jafarpour ◽  
Abdolreza Rezaeifard

A TiO2–Co ascorbic acid nanohybrid as an efficient photocatalyst catalyzed the selective synthesis of N-hydroxyimide esters through visible light irradiation.


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