Literature DB >> 25278239

Visible-light-induced chemoselective reductive decarboxylative alkynylation under biomolecule-compatible conditions.

Jie Yang1, Jing Zhang, Li Qi, Chenchen Hu, Yiyun Chen.   

Abstract

We report a visible-light-induced reductive decarboxylative C(sp(3))-C(sp) bond coupling reaction to construct aryl, alkyl and silyl substituted alkynes at room temperature in organic solvents or neutral aqueous solutions. This chemoselective alkynylation was compatible with various functional groups and biomolecules, and did not affect the protein enzyme activity.

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Year:  2015        PMID: 25278239     DOI: 10.1039/c4cc06344a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  13 in total

1.  Decarboxylative Alkynylation.

Authors:  Joel M Smith; Tian Qin; Rohan R Merchant; Jacob T Edwards; Lara R Malins; Zhiqing Liu; Guanda Che; Zichao Shen; Scott A Shaw; Martin D Eastgate; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-01       Impact factor: 15.336

2.  Fragment Coupling and the Construction of Quaternary Carbons Using Tertiary Radicals Generated From tert-Alkyl N-Phthalimidoyl Oxalates By Visible-Light Photocatalysis.

Authors:  Gregory L Lackner; Kyle W Quasdorf; Gerald Pratsch; Larry E Overman
Journal:  J Org Chem       Date:  2015-06-01       Impact factor: 4.354

3.  Reductive Decarboxylative Alkynylation of N-Hydroxyphthalimide Esters with Bromoalkynes.

Authors:  Liangbin Huang; Astrid M Olivares; Daniel J Weix
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-17       Impact factor: 15.336

4.  Total Synthesis of (+)-Arborisidine.

Authors:  Zhiyao Zhou; Alison X Gao; Scott A Snyder
Journal:  J Am Chem Soc       Date:  2019-05-02       Impact factor: 15.419

Review 5.  Photo-controllable bioorthogonal chemistry for spatiotemporal control of bio-targets in living systems.

Authors:  Jinbo Li; Hao Kong; Chenghong Zhu; Yan Zhang
Journal:  Chem Sci       Date:  2020-03-10       Impact factor: 9.825

Review 6.  Alkynylation of radicals: spotlight on the "Third Way" to transfer triple bonds.

Authors:  Franck Le Vaillant; Jérôme Waser
Journal:  Chem Sci       Date:  2019-08-13       Impact factor: 9.825

7.  Photoredox-catalyzed stereoselective alkylation of enamides with N-hydroxyphthalimide esters via decarboxylative cross-coupling reactions.

Authors:  Jing-Yu Guo; Ze-Yu Zhang; Ting Guan; Lei-Wen Mao; Qian Ban; Kai Zhao; Teck-Peng Loh
Journal:  Chem Sci       Date:  2019-08-05       Impact factor: 9.825

8.  Visible-light photoredox synthesis of unnatural chiral α-amino acids.

Authors:  Min Jiang; Yunhe Jin; Haijun Yang; Hua Fu
Journal:  Sci Rep       Date:  2016-05-17       Impact factor: 4.379

9.  Installing amino acids and peptides on N-heterocycles under visible-light assistance.

Authors:  Yunhe Jin; Min Jiang; Hui Wang; Hua Fu
Journal:  Sci Rep       Date:  2016-02-02       Impact factor: 4.379

10.  Decarboxylative Alkyl Coupling Promoted by NADH and Blue Light.

Authors:  Rajdip Chowdhury; Zhunzhun Yu; My Linh Tong; Stefanie V Kohlhepp; Xiang Yin; Abraham Mendoza
Journal:  J Am Chem Soc       Date:  2020-10-30       Impact factor: 15.419

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