Literature DB >> 25372475

Efficient merging of copper and photoredox catalysis for the asymmetric cross-dehydrogenative-coupling of alkynes and tetrahydroisoquinolines.

Inna Perepichka1, Soumen Kundu, Zoë Hearne, Chao-Jun Li.   

Abstract

A highly efficient catalytic asymmetric alkynylation of prochiral CH2 groups in tetrahydroisoquinoline was developed using copper catalyzed cross-dehydrogenative-coupling of sp(3) and sp C-H bonds with the assistance of a photocatalyst and visible light.

Entities:  

Year:  2014        PMID： 25372475     DOI： 10.1039/c4ob02138j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  11 in total

1.  Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Authors:  Nicholas L Reed; Madeline I Herman; Vladimir P Miltchev; Tehshik P Yoon
Journal:  Org Lett       Date:  2018-11-08       Impact factor: 6.005

2.  Enantioselective, Copper-Catalyzed Alkynylation of Ketimines To Deliver Isoquinolines with α-Diaryl Tetrasubstituted Stereocenters.

Authors:  Srimoyee Dasgupta; Jixin Liu; Clarissa A Shoffler; Glenn P A Yap; Mary P Watson
Journal:  Org Lett       Date:  2016-11-16       Impact factor: 6.005

3.  Synthesis of (±)-Tetrabenazine by Visible Light Photoredox Catalysis.

Authors:  Lindsey R Orgren; Emily E Maverick; Christopher C Marvin
Journal:  J Org Chem       Date:  2015-11-13       Impact factor: 4.354

Review 4.  Stereoinduction in Metallaphotoredox Catalysis.

Authors:  Alexander Lipp; Shorouk O Badir; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-01       Impact factor: 15.336

Review 5.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

Review 6.  Enantioselective additions of copper acetylides to cyclic iminium and oxocarbenium ions.

Authors:  Jixin Liu; Srimoyee Dasgupta; Mary P Watson
Journal:  Beilstein J Org Chem       Date:  2015-12-22       Impact factor: 2.883

7.  Copper-catalyzed asymmetric sp3 C-H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst.

Authors:  Pierre Querard; Inna Perepichka; Eli Zysman-Colman; Chao-Jun Li
Journal:  Beilstein J Org Chem       Date:  2016-12-06       Impact factor: 2.883

8.  Sustainable Synthetic Approach for (Pyrazol-4-ylidene)pyridines By Metal Catalyst-Free Aerobic C(sp2)-C(sp3) Coupling Reactions between 1-Amino-2-imino-pyridines and 1-Aryl-5-pyrazolones.

Authors:  Hamada Mohamed Ibrahim; Haider Behbehani
Journal:  ACS Omega       Date:  2019-07-05

Review 9.  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

10.  Copper-catalyzed enantioselective Sonogashira-type oxidative cross-coupling of unactivated C(sp3)-H bonds with alkynes.

Authors:  Zhen-Hua Zhang; Xiao-Yang Dong; Xuan-Yi Du; Qiang-Shuai Gu; Zhong-Liang Li; Xin-Yuan Liu
Journal:  Nat Commun       Date:  2019-12-12       Impact factor: 14.919
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