Photochemical Dearomative Cycloadditions of Quinolines and Alkenes: Scope and Mechanism Studies. Academic Article uri icon

Overview

abstract

  • Photochemical dearomative cycloaddition has emerged as a useful strategy to rapidly generate molecular complexity. Within this context, stereo- and regiocontrolled intermolecular para-cycloadditions are rare. Herein, a method to achieve photochemical cycloaddition of quinolines and alkenes is shown. Emphasis is placed on generating sterically congested products and reaction of highly substituted alkenes and allenes. In addition, the mechanistic details of the process are studied, which revealed a reversible radical addition and a selectivity-determining radical recombination. The regio- and stereochemical outcome of the reaction is also rationalized.

publication date

  • September 15, 2022

Research

keywords

  • Alkenes
  • Quinolines

Identity

PubMed Central ID

  • PMC9840784

Scopus Document Identifier

  • 85138484350

Digital Object Identifier (DOI)

  • 10.1021/jacs.2c07726

PubMed ID

  • 36106902

Additional Document Info

volume

  • 144

issue

  • 38