-transparent.png){kind=logo}
Photochemical Dearomative Cycloadditions of Quinolines and Alkenes: Scope and Mechanism Studies. 2022
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
Department of Chemistry, Indiana University, 800 E. Kirkwood Avenue, Bloomington, Indiana47405, United States.
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.
Related Publications
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
March 2021,
Science (New York, N.Y.),
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
February 2015,
Chemistry (Weinheim an der Bergstrasse, Germany),
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
June 2015,
Journal of the American Chemical Society,
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
November 2022,
Chemical science,
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
January 2008,
Journal of the American Chemical Society,
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
July 2022,
Angewandte Chemie (International ed. in English),
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
July 2022,
Angewandte Chemie (Weinheim an der Bergstrasse, Germany),
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
October 2023,
The Journal of organic chemistry,
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
June 2022,
Organic letters,
Renyu Guo, and
Souvik Adak, and
Peter Bellotti, and
Xinfeng Gao, and
W Walker Smith, and
Sam Ngan Le, and
Jiajia Ma, and
K N Houk, and
Frank Glorius, and
Shuming Chen, and
M Kevin Brown
May 2024,
Angewandte Chemie (International ed. in English),
