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Synthesis 2019; 51(17): 3171-3204
DOI: 10.1055/s-0037-1611822
DOI: 10.1055/s-0037-1611822
review
Transition Metal-Catalyzed Directed C(sp3)–H Functionalization of Saturated Heterocycles
Daniele Antermite
,
We gratefully acknowledge The Royal Society for University Research Fellowship (UF140161 to J.A.B.), URF appointed grant (RG150444) and URF enhancement grant (RGF\EA\180031).Weitere Informationen
Publikationsverlauf
Received: 08. März 2019
Accepted after revision: 03. April 2019
Publikationsdatum:
17. Juni 2019 (online)
Abstract
Synthetic methods that can readily access saturated heterocycles with different substitution patterns and with control of stereo- and regiochemistry are of huge potential value in the development of new medicinal compounds. Directed C–H functionalization of simple and commercially available precursors offers the potential to prepare diverse collections of such valuable compounds that can probe the different available exit vectors from a ring system. Nonetheless, the presence of the Lewis basic heteroatoms makes this a significant challenge. This review covers recent advances in the catalytic C–H functionalization of saturated heterocycles, with a view to different heterocycles (N, O, S), substitution patterns and transformations.
1 Introduction
2 α-C–H Functionalization with Directing Group on Nitrogen
3 C–H Functionalization at Unactivated C(3), C(4), and C(5) Positions
3.1 C–H Functionalization at C(3) with Directing Groups at C(2)
3.2 C–H Functionalization at C(3), C(4), and C(5): Directing Groups at C(4) and C(3)
4 Transannular C–H Functionalization
5 Conclusion
-
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For selected examples see:
For reviews see:
For selected recent examples see:
For selected examples see:
For a recent review, see:
For selected examples see:
For recent selected examples, see:
For hydrogen atom transfer strategies, see:
For photoredox-mediated approaches, see:
For selected examples proceeding by hydride transfer, see:
For selected reviews, see:
For selected examples see:
For the synthesis of a Pd(IV) complex as competent precatalyst see:
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