Literature DB >> 31898903

Organophotoredox-Catalyzed Decarboxylative C(sp3)-O Bond Formation.

Shotaro Shibutani1, Taiga Kodo1, Mitsutaka Takeda1, Kazunori Nagao1, Norihito Tokunaga2, Yusuke Sasaki2, Hirohisa Ohmiya1,3.   

Abstract

This manuscript reports a visible-light-mediated organosulfide catalysis that enables the decarboxylative coupling between simple aliphatic alcohol and tertiary or secondary alkyl carboxylic acid-derived redox active esters to produce a C(sp3)-O-C(sp3) fragment. Results of the coupling using other heteroatom nucleophiles such as water, amides, and thiols are also described.

Entities:  

Year:  2020        PMID: 31898903     DOI: 10.1021/jacs.9b12335

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  Visible-Light-Enabled Direct Decarboxylative N-Alkylation.

Authors:  Vu T Nguyen; Viet D Nguyen; Graham C Haug; Ngan T H Vuong; Hang T Dang; Hadi D Arman; Oleg V Larionov
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-17       Impact factor: 15.336

2.  Organophotoredox-catalyzed semipinacol rearrangement via radical-polar crossover.

Authors:  Taiga Kodo; Kazunori Nagao; Hirohisa Ohmiya
Journal:  Nat Commun       Date:  2022-05-13       Impact factor: 17.694

3.  Decarboxylative cross-nucleophile coupling via ligand-to-metal charge transfer photoexcitation of Cu(II) carboxylates.

Authors:  Qi Yukki Li; Samuel N Gockel; Grace A Lutovsky; Kimberly S DeGlopper; Neil J Baldwin; Mark W Bundesmann; Joseph W Tucker; Scott W Bagley; Tehshik P Yoon
Journal:  Nat Chem       Date:  2022-01-05       Impact factor: 24.274

4.  A general strategy for C(sp3)-H functionalization with nucleophiles using methyl radical as a hydrogen atom abstractor.

Authors:  Isabelle Nathalie-Marie Leibler; Makeda A Tekle-Smith; Abigail G Doyle
Journal:  Nat Commun       Date:  2021-11-29       Impact factor: 14.919

5.  Desymmetrization of N-Cbz glutarimides through N-heterocyclic carbene organocatalysis.

Authors:  Zhouli Hu; Chenlong Wei; Qianqian Shi; Xianfang Hong; Jinhua Liu; Xiangui Zhou; Jinna Han; Wei Cao; Ashis Kumar Gupta; Xiaoxiang Zhang; Donghui Wei; Zhenqian Fu; Wei Huang
Journal:  Nat Commun       Date:  2022-07-13       Impact factor: 17.694

6.  Photoredox-catalyzed C-C bond cleavage of cyclopropanes for the formation of C(sp3)-heteroatom bonds.

Authors:  Liang Ge; Chi Zhang; Chengkai Pan; Ding-Xing Wang; Dong-Ying Liu; Zhi-Qiang Li; Pingkang Shen; Lifang Tian; Chao Feng
Journal:  Nat Commun       Date:  2022-10-08       Impact factor: 17.694

7.  Facile Conversion of α-Amino Acids into α-Amino Phosphonates by Decarboxylative Phosphorylation using Visible-Light Photocatalysis.

Authors:  Dominik Reich; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2022-08-04       Impact factor: 16.823

8.  Dialkyl Ether Formation at High-Valent Nickel.

Authors:  Franck Le Vaillant; Edward J Reijerse; Markus Leutzsch; Josep Cornella
Journal:  J Am Chem Soc       Date:  2020-11-03       Impact factor: 15.419

9.  Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives.

Authors:  Kotaro Kikushima; Haruka Koyama; Kazuki Kodama; Toshifumi Dohi
Journal:  Molecules       Date:  2021-03-04       Impact factor: 4.411

  9 in total

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