Synlett 2018; 29(07): 845-855
DOI: 10.1055/s-0036-1591940
synpacts
© Georg Thieme Verlag Stuttgart · New York

Arenophile-Mediated Dearomative Functionalization Strategies

Mikiko Okumura
Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA   Email: sarlah@illinois.edu
,
Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA   Email: sarlah@illinois.edu
› Author Affiliations
We would like to acknowledge the University of Illinois, Petroleum Research Fund (PRF#57175-DNI1), the National Science Foundation (CAREER Award No. CHE-1654110), and the NIH/National Institute of General Medical Sciences (R01 GM122891) for the support. D.S. is an Alfred P. Sloan Fellow. M.O. acknowledges the Honjo International Scholarship Foundation.
Further Information

Publication History

Received: 11 January 2018

Accepted after revision: 22 January 2018

Publication Date:
19 February 2018 (online)


Abstract

The dearomatization of arenes is a fundamental synthetic strategy, providing a direct connection between simple hydrocarbons and valuable, more complex intermediates. While several strategies exist, the functionalization with concurrent introduction of functionality (i.e., dearomative functionalization) is still a largely underdeveloped field. This Synpacts article provides an overview and insights from our recent work in this area using small molecules—arenophiles.

1 Introduction

2 Arenophiles

3 Olefin-Like Dearomative Functionalizations

4 Arenophiles and Transition-Metal Catalysis

5 Applications in Natural Product Synthesis

6 Conclusion