scholarly journals Visible-light-mediated Minisci C–H alkylation of heteroarenes with unactivated alkyl halides using O2 as an oxidant

2019 ◽  
Vol 10 (4) ◽  
pp. 976-982 ◽  
Author(s):  
Jianyang Dong ◽  
Xueli Lyu ◽  
Zhen Wang ◽  
Xiaochen Wang ◽  
Hongjian Song ◽  
...  
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Room Temperature ◽  
Alkyl Halides

Herein, we report a protocol for direct visible-light-mediated Minisci C–H alkylation of heteroarenes with unactivated alkyl halides using molecular oxygen as an oxidant at room temperature.

Visible light-promoted copper catalyzed regioselective acetamidation of terminal alkynes by arylamines

2020 ◽  
Vol 22 (4) ◽  
pp. 1164-1170 ◽  
Author(s):  
V. Kishore Kumar Pampana ◽  
Arunachalam Sagadevan ◽  
Ayyakkannu Ragupathi ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Terminal Alkynes

Herein, we describe a copper photoredox catalyzed synthesis of acetamide via regioselective C–N coupling of arylamines with terminal alkynes using molecular oxygen (O2) as an oxidant at room temperature under visible light irradiation (47 examples).

Visible-light-mediated photoredox minisci C–H alkylation with alkyl boronic acids using molecular oxygen as an oxidant

2020 ◽  
Vol 56 (83) ◽  
pp. 12652-12655 ◽  
Author(s):  
Jianyang Dong ◽  
Fuyang Yue ◽  
Hongjian Song ◽  
Yuxiu Liu ◽  
Qingmin Wang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Boronic Acid ◽  
Room Temperature ◽  
Boronic Acids ◽  
Acid Activation ◽  
Alkylation Reactions

Direct visible-light-mediated Minisci C–H alkylation reactions of N-heteroarenes with alkyl boronic acids at room temperature with molecular oxygen as an oxidant and boronic acid activation reagent were reported.

Aliphatic Radical Relay Heck Reaction at Unactivated C(sp3)–H Sites of Alcohols

2018 ◽  
Author(s):  
Padon Chuentragool ◽  
Dongari Yadagiri ◽  
Taiki Morita ◽  
Sumon Sarkar ◽  
Marvin Parasram ◽  
...  
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Halogen Atom ◽  
Organic Molecules ◽  
Alkyl Halides ◽  
Aliphatic Alcohols ◽  
Aliphatic Radical ◽  
Reaction Proceeds

<div>The Mizoroki−Heck reaction is one of the most efficient methods for alkenylation of</div><div>aryl, vinyl, and alkyl halides. Due to its innate nature, this protocol requires the employment of compounds possessing a halogen atom at the site of functionalization. However, the accessibility of organic molecules possessing a halogen atom at a particular site in aliphatic systems is extremely limited. Thus, a protocol that would allow a Heck reaction to occur at a specific non-functionalized C(sp3)−H site would be highly desirable.</div><div>Here, we report a radical relay Heck reaction which allows for a selective remote</div>alkenylation of aliphatic alcohols at unactivated β-, γ- and δ-C(sp3 20 )–H sites. The use of easily installable/removable Si-based auxiliary enables selective I-atom/radical translocation events at remote C−H sites followed by the Heck reaction. Notably, the reaction proceeds smoothly under mild visible light-mediated conditions at room temperature, producing highly modifiable and valuable alkenol products from readily available alcohols feedstocks. <br>

scholarly journals Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes

2017 ◽  
Vol 129 (45) ◽  
pp. 14400-14404 ◽  
Author(s):  
Daria Kurandina ◽  
Marvin Parasram ◽  
Vladimir Gevorgyan
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Alkyl Halides

Visible light-driven cross-coupling reactions of alkyl halides with phenylacetylene derivatives for C(sp3)–C(sp) bond formation catalyzed by a B12 complex

2019 ◽  
Vol 55 (87) ◽  
pp. 13070-13073 ◽  
Author(s):  
Li Chen ◽  
Yohei Kametani ◽  
Kenji Imamura ◽  
Tsukasa Abe ◽  
Yoshihito Shiota ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Bond Formation ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Visible Light Driven

Visible light-driven cross-coupling reactions of alkyl halides with phenylacetylene and its derivatives catalyzed by the cobalamin derivative (B12) with the [Ir(dtbbpy)(ppy)2]PF6 photocatalyst at room temperature are reported.

scholarly journals Visible Light-Induced Room-Temperature Heck Reaction of Functionalized Alkyl Halides with Vinyl Arenes/Heteroarenes

2017 ◽  
Vol 56 (45) ◽  
pp. 14212-14216 ◽  
Author(s):  
Daria Kurandina ◽  
Marvin Parasram ◽  
Vladimir Gevorgyan
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Alkyl Halides

Visible-light-mediated minisci C–H alkylation of heteroarenes with 4-alkyl-1,4-dihydropyridines using O2 as an oxidant

2020 ◽  
Vol 22 (17) ◽  
pp. 5599-5604
Author(s):  
Jianyang Dong ◽  
Fuyang Yue ◽  
Wentao Xu ◽  
Hongjian Song ◽  
Yuxiu Liu ◽  
...  
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Room Temperature

Minisci C–H alkylation of N-heteroarenes with 4-alkyl-1,4-dihydropyridines at room temperature with molecular oxygen as an oxidant was developed.

Aliphatic Radical Relay Heck Reaction at Unactivated C(sp3)–H Sites of Alcohols

2018 ◽  
Author(s):  
Padon Chuentragool ◽  
Dongari Yadagiri ◽  
Taiki Morita ◽  
Sumon Sarkar ◽  
Marvin Parasram ◽  
...  
Keyword(s):  
Visible Light ◽  
Heck Reaction ◽  
Room Temperature ◽  
Halogen Atom ◽  
Organic Molecules ◽  
Alkyl Halides ◽  
Aliphatic Alcohols ◽  
Aliphatic Radical ◽  
Reaction Proceeds

<div>The Mizoroki−Heck reaction is one of the most efficient methods for alkenylation of</div><div>aryl, vinyl, and alkyl halides. Due to its innate nature, this protocol requires the employment of compounds possessing a halogen atom at the site of functionalization. However, the accessibility of organic molecules possessing a halogen atom at a particular site in aliphatic systems is extremely limited. Thus, a protocol that would allow a Heck reaction to occur at a specific non-functionalized C(sp3)−H site would be highly desirable.</div><div>Here, we report a radical relay Heck reaction which allows for a selective remote</div>alkenylation of aliphatic alcohols at unactivated β-, γ- and δ-C(sp3 20 )–H sites. The use of easily installable/removable Si-based auxiliary enables selective I-atom/radical translocation events at remote C−H sites followed by the Heck reaction. Notably, the reaction proceeds smoothly under mild visible light-mediated conditions at room temperature, producing highly modifiable and valuable alkenol products from readily available alcohols feedstocks. <br>

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