Radical Scavengin: Environmental Stimuli-Irresponsive Long-Term Radical Scavenging of 2D Transition Metal Dichalcogenides through Defect-Mediated Hydrogen Atom Transfer in Aqueous Media (Adv. Funct. Mater. 44/2018)

<div>We report here a catalytic, Markovnikov selective, and scalable synthetic method for the synthesis of saturated sulfur heterocycles, which are found in the structures of pharmaceuticals and natural products, in one step from an alkenyl thioester. Unlike a potentially labile alkenyl thiol, an alkenyl thioester is stable and easy to prepare. The powerful Co catalysis via a cobalt hydride hydrogen atom transfer and radical-polar crossover mechanism enabled simultaneous cyclization and deprotection. The substrate scope was expanded by the extensive optimization of the reaction conditions and tuning of the thioester unit.</div>

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The Merger of Photocatalyzed Hydrogen Atom Transfer with Transition Metal Catalysis for C‐H Functionalization of Alkanes and Cycloalkanes

European Journal of Organic Chemistry ◽

10.1002/ejoc.202101036 ◽

2021 ◽

Author(s):

Ziqi Ye ◽

Yu-Mei Lin ◽

Lei Gong

Keyword(s):

Hydrogen Atom ◽

Transition Metal ◽

Hydrogen Atom Transfer ◽

Transition Metal Catalysis ◽

Atom Transfer ◽

Metal Catalysis

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Trends in Ground-State Entropies for Transition Metal Based Hydrogen Atom Transfer Reactions

Journal of the American Chemical Society ◽

10.1021/ja8081846 ◽

2009 ◽

Vol 131 (12) ◽

pp. 4335-4345 ◽

Cited By ~ 59

Author(s):

Elizabeth A. Mader ◽

Virginia W. Manner ◽

Todd F. Markle ◽

Adam Wu ◽

James A. Franz ◽

...

Keyword(s):

Hydrogen Atom ◽

Transition Metal ◽

Ground State ◽

Hydrogen Atom Transfer ◽

Transfer Reactions ◽

Atom Transfer ◽

Atom Transfer Reactions

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Hydrogen-Atom Transfer from Transition Metal Hydroperoxides, Hydrogen Peroxide, and Alkyl Hydroperoxides to Superoxo and Oxo Metal Complexes

Inorganic Chemistry ◽

10.1021/ic070015z ◽

2007 ◽

Vol 46 (7) ◽

pp. 2921-2928 ◽

Cited By ~ 14

Author(s):

Michael J. Vasbinder ◽

Andreja Bakac

Keyword(s):

Hydrogen Peroxide ◽

Hydrogen Atom ◽

Transition Metal ◽

Metal Complexes ◽

Hydrogen Atom Transfer ◽

Atom Transfer ◽

Alkyl Hydroperoxides

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Transition-metal-free radical relay cyclization of vinyl azides with 1,4-dihydropyridines involving a 1,5-hydrogen-atom transfer: access to α-tetralone scaffolds

Organic Chemistry Frontiers ◽

10.1039/d0qo01042a ◽

2020 ◽

Vol 7 (22) ◽

pp. 3638-3647

Author(s):

Yangzhen Liao ◽

Yu Ran ◽

Guijun Liu ◽

Peijun Liu ◽

Xiaozu Liu

Keyword(s):

Free Radical ◽

Hydrogen Atom ◽

Transition Metal ◽

Hydrogen Atom Transfer ◽

Atom Transfer ◽

Metal Free ◽

Vinyl Azides

The remote C(sp3)–H functionalization enabled by a radical-mediated 1,5-hydrogen-atom transfer (HAT) process using vinyl azides and 1,4-dihydropyridines as precursors has been described.

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Direct Cyclization of Alkenyl Thioester via Transition Metal‐hydrogen Atom Transfer/radical‐polar Crossover Mechanism

10.26434/chemrxiv.10247813 ◽

2019 ◽

Author(s):

Shiori Date ◽

Kensei Hamasaki ◽

Karen Sunagawa ◽

Hiroki Koyama ◽

Chikayoshi Sebe ◽

...

Keyword(s):

Natural Products ◽

Hydrogen Atom ◽

Transition Metal ◽

Hydrogen Atom Transfer ◽

Synthetic Method ◽

Atom Transfer ◽

Reaction Conditions ◽

Hydride Hydrogen ◽

Sulfur Heterocycles ◽

One Step

<div>We report here a catalytic, Markovnikov selective, and scalable synthetic method for the synthesis of saturated sulfur heterocycles, which are found in the structures of pharmaceuticals and natural products, in one step from an alkenyl thioester. Unlike a potentially labile alkenyl thiol, an alkenyl thioester is stable and easy to prepare. The powerful Co catalysis via a cobalt hydride hydrogen atom transfer and radical-polar crossover mechanism enabled simultaneous cyclization and deprotection. The substrate scope was expanded by the extensive optimization of the reaction conditions and tuning of the thioester unit.</div>

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