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Literature DB >> 26222015

Metal-Free Thiocyanation of Imidazoheterocycles through Visible Light Photoredox Catalysis.

Shubhanjan Mitra¹, Monoranjan Ghosh¹, Subhajit Mishra¹, Alakananda Hajra¹.

Abstract

A visible light mediated, metal-free process for the thiocyanation of imidazoheterocycles has been developed using eosin Y as a photoredox catalyst under ambient air at room temperature. A library of 3-(thiocyanato)imidazo[1,2-a]pyridines with broad functionalities have been synthesized in high yields. This methodology is also applicable for the selenocyanation of imidazo[1,2-a]pyridine.

Entities: Chemical

Year: 2015 PMID： 26222015 DOI： 10.1021/acs.joc.5b01369

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

12 in total

1. Iodine-Catalyzed Multicomponent Synthesis of Highly Fluorescent Pyrimidine-Linked Imidazopyridines.

Authors: Swadhin Swaraj Acharya; Prabhas Bhaumick; Rohit Kumar; Lokman H Choudhury
Journal: ACS Omega Date: 2022-05-25

Review 2. Photoredox-Catalyzed C-H Functionalization Reactions.

Authors: Natalie Holmberg-Douglas; David A Nicewicz
Journal: Chem Rev Date: 2021-09-29 Impact factor: 60.622

3. Photochemical C_sp²-H bond thiocyanation and selenocyanation of activated arenes, batch and continuous-flow approaches.

Authors: Ignacio D Lemir; Gabriela Oksdath-Mansilla; Willber D Castro-Godoy; Luciana C Schmidt; Juan E Argüello
Journal: Photochem Photobiol Sci Date: 2022-02-03 Impact factor: 4.328

Review 4. Recent advances in photochemical and electrochemically induced thiocyanation: a greener approach for SCN-containing compound formation.

Authors: Pran Gopal Karmaker; Md Asraful Alam; Feng Huo
Journal: RSC Adv Date: 2022-02-22 Impact factor: 3.361

5. Visible light-induced photocatalytic C-H ethoxycarbonylmethylation of imidazoheterocycles with ethyl diazoacetate.

Authors: Suvam Bhattacharjee; Sudip Laru; Sadhanendu Samanta; Mukta Singsardar; Alakananda Hajra
Journal: RSC Adv Date: 2020-07-28 Impact factor: 4.036

6. Oxidative cyanation of N-aryltetrahydroisoquinoline induced by visible light for the synthesis of α-aminonitrile using potassium thiocyanate as a "CN" agent.

Authors: Bing Yi; Ning Yan; Niannian Yi; Yanjun Xie; Xiaoyong Wen; Chak-Tong Au; Donghui Lan
Journal: RSC Adv Date: 2019-09-19 Impact factor: 4.036

7. A low-cost electrochemical thio- and selenocyanation strategy for electron-rich arenes under catalyst- and oxidant-free conditions.

Authors: Xing Zhang; Chenguang Wang; Hong Jiang; Linhao Sun
Journal: RSC Adv Date: 2018-06-14 Impact factor: 3.361

Metal-Free Thiocyanation of Imidazoheterocycles through Visible Light Photoredox Catalysis.

1. Iodine-Catalyzed Multicomponent Synthesis of Highly Fluorescent Pyrimidine-Linked Imidazopyridines.

Review 2. Photoredox-Catalyzed C-H Functionalization Reactions.

3. Photochemical C_sp²-H bond thiocyanation and selenocyanation of activated arenes, batch and continuous-flow approaches.

Review 4. Recent advances in photochemical and electrochemically induced thiocyanation: a greener approach for SCN-containing compound formation.

5. Visible light-induced photocatalytic C-H ethoxycarbonylmethylation of imidazoheterocycles with ethyl diazoacetate.

6. Oxidative cyanation of N-aryltetrahydroisoquinoline induced by visible light for the synthesis of α-aminonitrile using potassium thiocyanate as a "CN" agent.

7. A low-cost electrochemical thio- and selenocyanation strategy for electron-rich arenes under catalyst- and oxidant-free conditions.

Review 8. Progress and recent trends in the direct selenocyanation of (hetero)aromatic C-H bonds.

Review 9. Photocatalytic formation of carbon-sulfur bonds.

Review 10. Applications of organocatalysed visible-light photoredox reactions for medicinal chemistry.

Metal-Free Thiocyanation of Imidazoheterocycles through Visible Light Photoredox Catalysis.

1. Iodine-Catalyzed Multicomponent Synthesis of Highly Fluorescent Pyrimidine-Linked Imidazopyridines.

Review 2. Photoredox-Catalyzed C-H Functionalization Reactions.

3. Photochemical Csp2-H bond thiocyanation and selenocyanation of activated arenes, batch and continuous-flow approaches.

Review 4. Recent advances in photochemical and electrochemically induced thiocyanation: a greener approach for SCN-containing compound formation.

5. Visible light-induced photocatalytic C-H ethoxycarbonylmethylation of imidazoheterocycles with ethyl diazoacetate.

6. Oxidative cyanation of N-aryltetrahydroisoquinoline induced by visible light for the synthesis of α-aminonitrile using potassium thiocyanate as a "CN" agent.

7. A low-cost electrochemical thio- and selenocyanation strategy for electron-rich arenes under catalyst- and oxidant-free conditions.

Review 8. Progress and recent trends in the direct selenocyanation of (hetero)aromatic C-H bonds.

Review 9. Photocatalytic formation of carbon-sulfur bonds.

Review 10. Applications of organocatalysed visible-light photoredox reactions for medicinal chemistry.

3. Photochemical C_sp²-H bond thiocyanation and selenocyanation of activated arenes, batch and continuous-flow approaches.