Synthesis 2020; 52(18): 2623-2638
DOI: 10.1055/s-0040-1707128
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Developments in C–C Bond Formation Using Catalytic Reductive Coupling Strategies

Toolika Agrawal
,
Department of Chemistry, Virginia Commonwealth University, 1001 West Main Street, Richmond, VA 23284-3028, USA   Email: jdsieber@vcu.edu
› Author Affiliations

Startup funding was provided by the Virginia Commonwealth University and the Bill and Melinda Gates Foundation (The Medicines for All Institute, grant number OPP1176590).
Further Information

Publication History

Received: 22 March 2020

Accepted after revision: 05 May 2020

Publication Date:
25 May 2020 (online)


Abstract

Metal-catalyzed reductive coupling processes have emerged as a powerful methodology for the introduction of molecular complexity from simple starting materials. These methods allow for an orthogonal approach to that of redox-neutral strategies for the formation of C–C bonds by enabling cross-coupling of starting materials not applicable to redox-neutral chemistry. This short review summarizes the most recent developments in the area of metal-catalyzed reductive coupling utilizing catalyst turnover by a stoichiometric reductant that becomes incorporated in the final product.

1 Introduction

2 Ni Catalysis

3 Cu Catalysis

4 Ru, Rh, and Ir Catalysis

4.1 Alkenes

4.2 1,3-Dienes

4.3 Allenes

4.4 Alkynes

4.5 Enynes

5 Fe, Co, and Mn Catalysis

6 Conclusion and Outlook