Catalyst-free direct cross-dehydrogenative coupling of imidazoheterocycles with glyoxal hydrates: an efficient approach to 1,2-diketones

2019 ◽  
Vol 17 (12) ◽  
pp. 3150-3158 ◽  
Author(s):  
Tao Guo ◽  
Xiang-Heng Fu ◽  
Miao Zhang ◽  
Yu-Liu Li ◽  
Yong-Cheng Ma
Keyword(s):  
Efficient Approach ◽  
Catalyst Free ◽  
Dehydrogenative Coupling ◽  
Direct Cross

An efficient and convenient catalyst-free synthesis of 1,2-diketones via cross-dehydrogenative coupling of imidazoheterocycles with glyoxal hydrates is described.

Atmospheric oxidative catalyst-free cross-dehydrogenative coupling of aldehydes with N -hydroxyimides

2017 ◽  
Vol 58 (18) ◽  
pp. 1742-1746 ◽  
Author(s):  
Xiaohe Xu ◽  
Pingping Li ◽  
Yingyi Huang ◽  
Chuo Tong ◽  
YiYan Yan ◽  
...  
Keyword(s):  
Catalyst Free ◽  
Dehydrogenative Coupling

Direct cross-dehydrogenative coupling reactions of imidazopyridines and 1-naphthylamines with ethers under metal-free conditions

2020 ◽  
Vol 50 (13) ◽  
pp. 1972-1981
Author(s):  
Zhe Dong ◽  
Yu Liu ◽  
Chen-Wei Zhou ◽  
Jun-Jian Huang ◽  
Tao Guo ◽  
...  
Keyword(s):  
Coupling Reactions ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Direct Cross

scholarly journals Enabling synthesis in fragment-based drug discovery by reactivity mapping: photoredox-mediated cross-dehydrogenative heteroarylation of cyclic amines

2019 ◽  
Vol 10 (8) ◽  
pp. 2264-2271 ◽  
Author(s):  
Rachel Grainger ◽  
Tom D. Heightman ◽  
Steven V. Ley ◽  
Fabio Lima ◽  
Christopher N. Johnson
Keyword(s):  
Drug Discovery ◽  
Cyclic Amines ◽  
Dehydrogenative Coupling ◽  
Direct Cross ◽  
Fragment Based Drug Discovery ◽  
Synthetic Transformations

A nanogram-to-gram workflow has been established for the identification and development of synthetic transformations which are enabling in Fragment-Based Drug Discovery (FBDD). In this study, we disclose a method for the synthesis of privileged sp2–sp3 architectures via direct cross-dehydrogenative coupling of heterocycles.

A catalyst-free approach to 3-thiocyanato-4H-chromen-4-ones

RSC Advances ◽  
2016 ◽  
Vol 6 (70) ◽  
pp. 66320-66323 ◽  
Author(s):  
Xiao-Zhuan Zhang ◽  
Dao-Liang Ge ◽  
Shan-Yong Chen ◽  
Xiao-Qi Yu
Keyword(s):  
Room Temperature ◽  
One Pot ◽  
Efficient Approach ◽  
Catalyst Free ◽  
One Pot Synthesis

A facile and efficient approach to 3-thiocyanato-4H-chromen-4-ones from enaminones and KSCN was realized at room temperature. In addition, one-pot synthesis of 3-thiocyanatochromenones from 2-hydroxylacetophenones was also developed.

Highly Efficient, Catalyst-Free, Diastereoselective, Diversity-Oriented Synthesis of Dihydrocoumarin–Pyrrolidine–Spirooxindoles Bearing Three Contiguous Stereocenters

Synthesis ◽  
2019 ◽  
Vol 51 (11) ◽  
pp. 2339-2350 ◽  
Author(s):  
Xiong Zuo ◽  
Shuang Chen ◽  
Sheng-Wen Xu ◽  
Shun-Qin Chang ◽  
Xiong-Li Liu ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Bioactive Molecules ◽  
Acid Activation ◽  
Efficient Catalyst ◽  
Diversity Oriented Synthesis ◽  
Efficient Approach ◽  
Catalyst Free ◽  
Highly Efficient

A new methodology has been developed for the highly efficient diastereoselective construction of dihydrocoumarin–pyrrolidine–spirooxindole collections via a domino Michael/annulation reaction of 3-isothiocyanato oxindoles and coumarins under catalyst-free conditions. The resulting biologically important molecules bearing three pharmacophores and three contiguous stereocenters were obtained in up to 92% yield and >20:1 dr. It is noteworthy that utilization of a carboxylic acid activation/decarboxylation strategy represents an efficient approach for the domino Michael/annulation reaction of the chemically inert coumarin moiety. This protocol could expand candidate libraries, that will benefit the requirement for new bioactive molecules.

Iron(ii)-catalyzed C-2 cyanomethylation of indoles and pyrroles via direct oxidative cross-dehydrogenative coupling with acetonitrile derivatives

2018 ◽  
Vol 5 (7) ◽  
pp. 1129-1134 ◽  
Author(s):  
Kai Qiao ◽  
Dong Zhang ◽  
Kai Zhang ◽  
Xin Yuan ◽  
Ming-Wei Zheng ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Efficient Approach ◽  
Dehydrogenative Coupling

A novel and efficient approach for the C(sp2)–H/C(sp3)–H oxidative coupling of indoles and pyrroles with acetonitrile derivatives was reported by using the Fe(ii) complex.

An Oxidant- and Catalyst-Free Electrooxidative Cross-Coupling Approach to 3-Tetrahydroisoquinoline Substituted Coumarins

2021 ◽  
Author(s):  
Yanyan Kong ◽  
Jung Keun Kim ◽  
Yabo Li ◽  
Jianye Zhang ◽  
Mengmeng Huang ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Fast Method ◽  
Catalyst Free ◽  
Dehydrogenative Coupling ◽  
Coupling Approach ◽  
Substituted Coumarins

A direct electrooxidative cross-dehydrogenative-coupling (CDC) reaction between N-aryl-tetrahydroisoquinolines and 4-hydroxycoumarins has been developed. This protocol provides a green, mild and fast method to construct 3-tetrahydroisoquinoline substituted coumarins in the absence...

Metal-free iodine-catalyzed direct cross-dehydrogenative coupling (CDC) between pyrazoles and thiols

2016 ◽  
Vol 3 (11) ◽  
pp. 1457-1461 ◽  
Author(s):  
Daoshan Yang ◽  
Pengfei Sun ◽  
Wei Wei ◽  
Lingduan Meng ◽  
Lingchao He ◽  
...  
Keyword(s):  
Coupling Method ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Direct Cross ◽  
Free Iodine

A green and efficient iodine-catalyzed cross-dehydrogenative C–S coupling method for the synthesis of C-4 sulfenylated pyrazoles has been initially developed under metal-free conditions.

scholarly journals Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones

Molecules ◽  
2020 ◽  
Vol 25 (2) ◽  
pp. 419 ◽  
Author(s):  
Xue Yan ◽  
Ying-De Tang ◽  
Cheng-Shi Jiang ◽  
Xigong Liu ◽  
Hua Zhang
Keyword(s):  
Oxidative Dimerization ◽  
Efficient Approach ◽  
Dehydrogenative Coupling ◽  
High Yields

The oxidative, dearomative cross-dehydrogenative coupling of indoles with various C-H nucleophiles is developed. This process features a broad substrate scope with respect to both indoles and nucleophiles, affording structurally diverse 2,2-disubstituted indolin-3-ones in high yields (up to 99%). The oxidative dimerization and trimerization of indoles has also been demonstrated under the same conditions.

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