Tertiary Alkylative Suzuki–Miyaura Couplings-Reference-Cited by-同舟云学术

Tertiary Alkylative Suzuki–Miyaura Couplings

Published:2022-01-05 Issue:10 Volume:54 Page:2340-2349
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Sheppard Tom D.¹^ORCID,Nishikata Takashi²^ORCID,Tsuchiya Naoki²

Affiliation:

1. Department of Chemistry, University College London, Christopher Ingold Laboratories

2. Graduate School of Science and Engineering, Yamaguchi University

Abstract

AbstractSuzuki–Miyaura coupling is an extremely useful way to construct Csp2–Csp2 carbon bonds. On the other hand, Csp2–Csp3 coupling reactions do not work well, and tert-alkylative Suzuki–Miyaura coupling is particularly challenging due to problematic oxidative addition and β-hydride elimination side reactions. In this short review, we will introduce recent examples of tert-alkylative Suzuki–Miyaura couplings with tert-alkyl electrophiles or -boron reagents. The review will mainly focus on catalyst and product structures and on the proposed mechanisms.1 Introduction2 Ni-Catalyzed tert-Alkylative Couplings3 Pd-Catalyzed tert-Alkylative Couplings4 Fe-Catalyzed tert-Alkylative Couplings5 tert-Alkylative Couplings with 1-Alkenyl Borons6 tert-Alkylative Couplings under Photoirradiation7 Stereospecific tert-Alkylative Couplings8 Conclusion

Funder

Japan Science and Technology Agency

Grant-in-Aid for Scientific Research

Yamaguchi University

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1732-4597.pdf

Reference21 articles.

1. Nickel-Catalyzed Carbon–Carbon Bond-Forming Reactions of Unactivated Tertiary Alkyl Halides: Suzuki Arylations