Literature DB >> 24587964

Catalytic Radical Domino Reactions in Organic Synthesis.

Leanne J Sebren1, James J Devery1, Corey R J Stephenson1.   

Abstract

Catalytic radical-based domino reactions represent important advances in synthetic organic chemistry. Their development benefits synthesis by providing atom- and step-economical methods to complex molecules. Intricate combinations of radical, cationic, anionic, oxidative/reductive, and transition metal mechanistic steps result in cyclizations, additions, fragmentations, ring-expansions, and rearrangements. This Perspective summarizes recent developments in the field of catalytic domino processes.

Entities:  

Keywords:  cascade; domino; photoredox; radical; tandem; transition metal

Year:  2014        PMID: 24587964      PMCID: PMC3935257          DOI: 10.1021/cs400995r

Source DB:  PubMed          Journal:  ACS Catal            Impact factor:   13.084


  44 in total

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Authors:  Barry B. Snider
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

2.  Amino alcohols as ligands for nickel-catalyzed suzuki reactions of unactivated alkyl halides, including secondary alkyl chlorides, with arylboronic acids.

Authors:  Francisco González-Bobes; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2006-04-26       Impact factor: 15.419

3.  Radicals and transition-metal catalysis: an alliance par excellence to increase reactivity and selectivity in organic chemistry.

Authors:  Leigh Ford; Ullrich Jahn
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 4.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

5.  A room temperature decarboxylation/C-H functionalization cascade by visible-light photoredox catalysis.

Authors:  Jin Xie; Pan Xu; Huamin Li; Qicai Xue; Hongming Jin; Yixiang Cheng; Chengjian Zhu
Journal:  Chem Commun (Camb)       Date:  2013-05-17       Impact factor: 6.222

6.  Visible Light Photocatalysis of Radical Anion Hetero-Diels-Alder Cycloadditions.

Authors:  Anna E Hurtley; Megan A Cismesia; Michael A Ischay; Tehshik P Yoon
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

7.  Copper-catalyzed atom transfer radical addition (ATRA) and cyclization (ATRC) reactions in the presence of environmentally benign ascorbic acid as a reducing agent.

Authors:  Matthew J W Taylor; William T Eckenhoff; Tomislav Pintauer
Journal:  Dalton Trans       Date:  2010-10-28       Impact factor: 4.390

Review 8.  Function-oriented synthesis, step economy, and drug design.

Authors:  Paul A Wender; Vishal A Verma; Thomas J Paxton; Thomas H Pillow
Journal:  Acc Chem Res       Date:  2007-12-27       Impact factor: 22.384

9.  Enantioselective alpha-arylation of aldehydes via organo-SOMO catalysis. An ortho-selective arylation reaction based on an open-shell pathway.

Authors:  Jay C Conrad; Jongrock Kong; Brian N Laforteza; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2009-08-26       Impact factor: 15.419

10.  Synthesis of alkyl aryl ketones by Pd/light induced carbonylative cross-coupling of alkyl iodides and arylboronic acids.

Authors:  Shuhei Sumino; Takahito Ui; Ilhyong Ryu
Journal:  Org Lett       Date:  2013-06-03       Impact factor: 6.005

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  9 in total

1.  Ligand functionalization as a deactivation pathway in a fac-Ir(ppy)3-mediated radical addition.

Authors:  James J Devery Iii; James J Douglas; John D Nguyen; Kevin P Cole; Robert A Flowers Ii; Corey R J Stephenson
Journal:  Chem Sci       Date:  2014-10-20       Impact factor: 9.825

2.  Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent.

Authors:  Yan Bao; Gao-Yin Wang; Ya-Xuan Zhang; Kang-Jie Bian; Xi-Sheng Wang
Journal:  Chem Sci       Date:  2018-02-14       Impact factor: 9.825

3.  Arene dearomatization through a catalytic N-centered radical cascade reaction.

Authors:  Rory C McAtee; Efrey A Noten; Corey R J Stephenson
Journal:  Nat Commun       Date:  2020-05-20       Impact factor: 14.919

4.  Photo-Organocatalytic Enantioselective Radical Cascade Reactions of Unactivated Olefins.

Authors:  Pablo Bonilla; Yannick P Rey; Catherine M Holden; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-31       Impact factor: 15.336

5.  Polycyclizations of Ketoesters: Synthesis of Complex Tricycles with up to Five Stereogenic Centers from Available Starting Materials.

Authors:  Martin Kamlar; August Runemark; Ivana Císařová; Henrik Sundén
Journal:  Org Lett       Date:  2020-10-20       Impact factor: 6.005

6.  Synthesis of Vicinal Carbocycles by Intramolecular Nickel-Catalyzed Conjunctive Cross-Electrophile Coupling Reaction.

Authors:  Kirsten A Hewitt; Claire A Herbert; Elizabeth R Jarvo
Journal:  Org Lett       Date:  2022-08-04       Impact factor: 6.072

7.  Controlling Enantioselectivity and Diastereoselectivity in Radical Cascade Cyclization for Construction of Bicyclic Structures.

Authors:  Congzhe Zhang; Duo-Sheng Wang; Wan-Chen Cindy Lee; Alexander M McKillop; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2021-07-14       Impact factor: 16.383

8.  Catalytic N-radical cascade reaction of hydrazones by oxidative deprotonation electron transfer and TEMPO mediation.

Authors:  Xiao-Qiang Hu; Xiaotian Qi; Jia-Rong Chen; Quan-Qing Zhao; Qiang Wei; Yu Lan; Wen-Jing Xiao
Journal:  Nat Commun       Date:  2016-04-06       Impact factor: 14.919

9.  Free Radical Chemistry Enabled by Visible Light-Induced Electron Transfer.

Authors:  Daryl Staveness; Irene Bosque; Corey R J Stephenson
Journal:  Acc Chem Res       Date:  2016-08-16       Impact factor: 22.384

  9 in total

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