Synthesis, volume 50, issue 08, pages 1569-1586
Remote C–H Functionalization via Selective Hydrogen Atom Transfer
Publication type: Journal Article
Publication date: 2018-02-12
PubMed ID:
29755145
Catalysis
Organic Chemistry
Abstract
The selective functionalization of remote C–H bonds via intramolecular hydrogen atom transfer (HAT) is transformative for organic synthesis. This radical-mediated strategy provides access to novel reactivity that is complementary to closed-shell pathways. As modern methods for mild generation of radicals are continually developed, inherent selectivity paradigms of HAT mechanisms offer unparalleled opportunities for developing new strategies for C–H functionalization. This review outlines the history, recent advances, and mechanistic underpinnings of intramolecular HAT as a guide to addressing ongoing challenges in this arena.
1 Introduction
2 Nitrogen-Centered Radicals
2.1 sp3 N-Radical Initiation
2.2 sp2 N-Radical Initiation
3 Oxygen-Centered Radicals
3.1 Carbonyl Diradical Initiation
3.2 Alkoxy Radical Initiation
3.3 Non-alkoxy Radical Initiation
4 Carbon-Centered Radicals
4.1 sp2 C-Radical Initiation
4.2 sp3 C-Radical Initiation
5 Conclusion
Found
Found
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Nakafuku K. M., Nagib D. A. Remote C–H Functionalization via Selective Hydrogen Atom Transfer // Synthesis. 2018. Vol. 50. No. 08. pp. 1569-1586.
GOST all authors (up to 50)
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Nakafuku K. M., Nagib D. A. Remote C–H Functionalization via Selective Hydrogen Atom Transfer // Synthesis. 2018. Vol. 50. No. 08. pp. 1569-1586.
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TY - JOUR
DO - 10.1055/s-0036-1591930
UR - https://doi.org/10.1055/s-0036-1591930
TI - Remote C–H Functionalization via Selective Hydrogen Atom Transfer
T2 - Synthesis
AU - Nakafuku, Kohki M
AU - Nagib, David A
PY - 2018
DA - 2018/02/12
PB - Georg Thieme Verlag KG
SP - 1569-1586
IS - 08
VL - 50
PMID - 29755145
SN - 0039-7881
SN - 1437-210X
ER -
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@article{2018_Nakafuku,
author = {Kohki M Nakafuku and David A Nagib},
title = {Remote C–H Functionalization via Selective Hydrogen Atom Transfer},
journal = {Synthesis},
year = {2018},
volume = {50},
publisher = {Georg Thieme Verlag KG},
month = {feb},
url = {https://doi.org/10.1055/s-0036-1591930},
number = {08},
pages = {1569--1586},
doi = {10.1055/s-0036-1591930}
}
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MLA
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Nakafuku, Kohki M., and David A Nagib. “Remote C–H Functionalization via Selective Hydrogen Atom Transfer.” Synthesis, vol. 50, no. 08, Feb. 2018, pp. 1569-1586. https://doi.org/10.1055/s-0036-1591930.