A Metallaphotoredox Method for the Expansion of Benzyl SAR on Electron-Deficient Amines

A metallaphotoredox reaction is described that allows for the efficient exploration of benzyl structure-activity relationships on electron-deficient amines. Typically, accessing a variety of benzyl groups on these substrates can be difficult due to the limited availability of the prerequisite buildi...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2020-02, Vol.22 (3), p.1052-1055
Main Authors: Shea, Meghan D, Mansoor, Umar Faruk, Hopkins, Brett A
Format: Article
Language:English
Subjects:
Amines - chemistry
Benzyl Compounds - chemistry
Electrons
Iridium - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Oxidation-Reduction
Photochemical Processes
Stereoisomerism
Structure-Activity Relationship
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A metallaphotoredox reaction is described that allows for the efficient exploration of benzyl structure-activity relationships on electron-deficient amines. Typically, accessing a variety of benzyl groups on these substrates can be difficult due to the limited availability of the prerequisite building blocks, namely benzyl halides. However, the use of aryl bromides in this metallaphotoredox reaction allows for greater diversity in the benzyl piece. The reaction scope is discussed herein, including conditions for product scaleup using flow.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b04587