Transition-metal-free oxychlorination of alkenyl oximes: in situ generated radicals with tert-butyl nitrite

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.

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A metal-free radical cascade reaction of phosphine oxides with 2-aryloxy phenylacetylenes to assemble diphosphonyl xanthene derivatives

Organic & Biomolecular Chemistry ◽

10.1039/d1ob01045j ◽

2021 ◽

Author(s):

Tao Fan ◽

Yan Liu ◽

Caina Jiang ◽

Yanli Xu ◽

Yan-Yan Chen

Keyword(s):

Free Radical ◽

Transition Metal ◽

Cascade Reaction ◽

Phosphine Oxides ◽

Metal Free ◽

Mild Conditions ◽

Xanthene Derivatives ◽

Reaction Proceeds ◽

Radical Cascade

A radical cascade reaction of 2-aryloxy phenylacetylene with phosphine oxides promoted by K2S2O8 was developed, provided diphosphonyl xanthenes as products. This reaction proceeds under transition metal-free and mild conditions with...

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Insertion Reaction of 2-Halo-N-allylanilines with K2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions

Synthesis ◽

10.1055/s-0040-1706104 ◽

2020 ◽

Author(s):

Yan-Wei Zhao ◽

Shun-Yi Wang ◽

Xin-Yu Liu ◽

Tian Jiang ◽

Weidong Rao

Keyword(s):

Transition Metal ◽

Radical Anion ◽

Radical Cyclization ◽

Transition Metal Catalysis ◽

Insertion Reaction ◽

Metal Catalysis ◽

Metal Free ◽

Benzothiazole Derivatives

AbstractA synthesis of benzothiazole derivatives through the reaction of 2-halo-N-allylanilines with K2S in DMF is developed. The trisulfur radical anion S3·–, which is generated in situ from K2S in DMF, initiates the reaction without transition-metal catalysis or other additives. In addition, two C–S bonds are formed and heteroaromatization of benzothiazole is triggered by radical cyclization and H-shift.

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Transition-Metal-Free Cascade Approach toward 2-Alkoxy/2-Sulfenylpyridines and Dihydrofuro[2,3-b]pyridines by Trapping In Situ Generated 1,4-Oxazepine

The Journal of Organic Chemistry ◽

10.1021/acs.joc.7b01541 ◽

2017 ◽

Vol 82 (18) ◽

pp. 9515-9524 ◽

Cited By ~ 29

Author(s):

Guolin Cheng ◽

Lulu Xue ◽

Yunxiang Weng ◽

Xiuling Cui

Keyword(s):

Transition Metal ◽

Metal Free

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Transition-Metal-Free Radical C(sp3)–C(sp2) and C(sp3)–C(sp3) Coupling Enabled by 2-Azaallyls as Super-Electron-Donors and Coupling-Partners

Journal of the American Chemical Society ◽

10.1021/jacs.7b09394 ◽

2017 ◽

Vol 139 (45) ◽

pp. 16327-16333 ◽

Cited By ~ 35

Author(s):

Minyan Li ◽

Simon Berritt ◽

Lucas Matuszewski ◽

Guogang Deng ◽

Ana Pascual-Escudero ◽

...

Keyword(s):

Free Radical ◽

Transition Metal ◽

Electron Donors ◽

Metal Free

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One-pot transition-metal free transamidation to sterically hindered amides

Organic Chemistry Frontiers ◽

10.1039/c8qo00591e ◽

2018 ◽

Vol 5 (20) ◽

pp. 2950-2954 ◽

Cited By ~ 23

Author(s):

Weijie Guo ◽

Jingjun Huang ◽

Hongxiang Wu ◽

Tingting Liu ◽

Zhongfeng Luo ◽

...

Keyword(s):

Transition Metal ◽

Good Yield ◽

One Pot ◽

Metal Free ◽

Highly Efficient ◽

Sterically Hindered

A highly efficient one-pot transamidation of primary amides has been developed under transition-metal free conditions, generating a variety of amides including hindered amides in good yield (up to 86%) catalyzed by CsF.

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Chemoselective and metal-free reduction of α,β-unsaturated ketones by in situ produced benzeneselenol from O-(tert-butyl) Se-phenyl selenocarbonate

RSC Advances ◽

10.1039/d0ra07128e ◽

2020 ◽

Vol 10 (56) ◽

pp. 33706-33717

Author(s):

Andrea Temperini ◽

Marco Ballarotto ◽

Carlo Siciliano

Keyword(s):

Double Bond ◽

Hydrochloric Acid ◽

Unsaturated Ketones ◽

Metal Free ◽

Tert Butyl ◽

Carbon Double Bond

The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol.

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