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CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 40-54
DOI: 10.1055/s-0037-1611066
DOI: 10.1055/s-0037-1611066
short review
Unsymmetrical Difunctionalization of Two Different C–H Bonds in One Pot Under Transition-Metal Catalysis
This work was financially supported by a Grant-in-Aid for Scientific Research (C) (No. 16K05778) from MEXT, Japan.Further Information
Publication History
Received: 25 September 2018
Accepted after revision: 28 September 2018
Publication Date:
27 November 2018 (online)
Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue
Abstract
Recent advancements in unsymmetrical difunctionalization based on the substitution of two different C–H bonds in one-pot are described. Due to the difficulty of controlling reactivity and selectivity, multi-functionalization via substitution of several C–H bonds to install different functional groups has been limited until recently, in comparison with well-studied functionalization via sequential addition to unsaturated π-bonds. This difunctionalization protocol provides an efficient and rapid approach to a library of structurally complicated target molecules through the formation of multiple C–X bonds with high atom- and step-economy.
1 Introduction
2 ortho-Selective Functionalization of Two Different C–H Bonds Relative to the Directing Group
2.1 Unsymmetrical Difunctionalization with the Introduction of Similar Functional Groups
2.2 Unsymmetrical Difunctionalization with the Introduction of Different Functional Groups
2.3 ortho-Selective Unsymmetrical Difunctionalization Promoted by Two Different Directing Groups Appearing During the Progress of the Reaction
3 ortho/meta-Selective C–H Bond Difunctionalization Relative to the Directing Group
4 Sequential Difunctionalization of Fused Aromatic Compounds and Heterocycles
5 Summary and Outlook
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