Literature DB >> 29048886

A Mild Hydroaminoalkylation of Conjugated Dienes Using a Unified Cobalt and Photoredox Catalytic System.

Scott M Thullen1,2, Tomislav Rovis1,2.   

Abstract

Metallo-photoredox catalysis has redefined the available bond disconnections in the synthetic arsenal. By harnessing the one-electron chemistry of photoredox catalysis in tandem with low-valent cobalt catalysts, new methods by which functionalities may be stitched together become available. Herein we describe the coupling of photoredox-generated α-amino radical species with conjugated dienes using a unified cobalt and iridium catalytic system in order to access a variety of useful homoallylic amines from simple commercially available starting materials. We present a series of mechanistic experiments that support the intervention of Co-hydride intermediates that undergo diene insertion to generate Co-π-allyl species.

Entities:  

Year:  2017        PMID: 29048886     DOI: 10.1021/jacs.7b09252

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


  21 in total

1.  Catalytic Hydrothiolation: Counterion-Controlled Regioselectivity.

Authors:  Xiao-Hui Yang; Ryan T Davison; Shao-Zhen Nie; Faben A Cruz; Tristan M McGinnis; Vy M Dong
Journal:  J Am Chem Soc       Date:  2019-02-08       Impact factor: 15.419

2.  Pyridine(diimine) Iron Diene Complexes Relevant to Catalytic [2+2]-Cycloaddition Reactions.

Authors:  C Rose Kennedy; Hongyu Zhong; Matthew V Joannou; Paul J Chirik
Journal:  Adv Synth Catal       Date:  2019-11-19       Impact factor: 5.837

3.  Site-Selective α-C-H Functionalization of Trialkylamines via Reversible Hydrogen Atom Transfer Catalysis.

Authors:  Yangyang Shen; Ignacio Funez-Ardoiz; Franziska Schoenebeck; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2021-11-05       Impact factor: 15.419

4.  Late-Stage N-Me Selective Arylation of Trialkylamines Enabled by Ni/Photoredox Dual Catalysis.

Authors:  Yangyang Shen; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2021-09-30       Impact factor: 16.383

5.  Iridium(I)-Catalyzed α-C(sp3)-H Alkylation of Saturated Azacycles.

Authors:  Pritha Verma; Jeremy M Richter; Nikita Chekshin; Jennifer X Qiao; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2020-03-09       Impact factor: 15.419

6.  A Diverted Aerobic Heck Reaction Enables Selective 1,3-Diene and 1,3,5-Triene Synthesis through C-C Bond Scission.

Authors:  Neil J McAlpine; Long Wang; Brad P Carrow
Journal:  J Am Chem Soc       Date:  2018-10-15       Impact factor: 15.419

7.  Developments in Photoredox/Nickel Dual-Catalyzed 1,2-Difunctionalizations.

Authors:  Shorouk O Badir; Gary A Molander
Journal:  Chem       Date:  2020-06-11       Impact factor: 22.804

8.  Developments in Photoredox-Mediated Alkylation for DNA-Encoded Libraries.

Authors:  Shivani Patel; Shorouk O Badir; Gary A Molander
Journal:  Trends Chem       Date:  2020-12-29

Review 9.  Photoredox-Catalyzed C-H Functionalization Reactions.

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

10.  Visible-Light Controlled Divergent Catalysis Using a Bench-Stable Cobalt(I) Hydride Complex.

Authors:  Enrico Bergamaschi; Frédéric Beltran; Christopher J Teskey
Journal:  Chemistry       Date:  2020-03-25       Impact factor: 5.236

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