Catalyst-free synthesis of 3,1-benzoxathiin-4-ones/1,3-benzodioxin-4-ones

2021 ◽  
Vol 19 (7) ◽  
pp. 1508-1513
Author(s):  
Sengodagounder Muthusamy ◽  
Muthukumar Malarvizhi ◽  
Eringathodi Suresh
Keyword(s):  
Precise Method ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Air Atmosphere

An unambiguous and precise method for the synthesis of 3,1-benzoxathiin-4-ones/1,3-benzodioxin-4-ones by the reaction of propargylic alcohols and salicylic/thiosalicylic acids under a catalyst-free and open-air atmosphere is described.

ChemInform Abstract: A Catalyst-Free Process for the Direct Oxidative Synthesis of Formanilides from Arylamines and Aldehydes under Air Atmosphere.

ChemInform ◽  
2016 ◽  
Vol 47 (1) ◽  
Author(s):  
Yuancheng Qin ◽  
Yuanyuan Cheng ◽  
Xubiao Luo ◽  
Mingjun Li ◽  
Yu Xie ◽  
...  
Keyword(s):  
Catalyst Free ◽  
Air Atmosphere ◽  
Free Process

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2021 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Zhanghua Gao
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2022 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Jia Chen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

Functionalized Hexahydropyrrolo[2,1-b ]oxazoles from Catalyst-Free Annulation of Δ1 -Pyrrolines with Electron-Deficient Propargylic Alcohols

2020 ◽  
Vol 2020 (27) ◽  
pp. 4181-4192
Author(s):  
Ludmila A. Oparina ◽  
Dmitrii A. Shabalin ◽  
Anastasiya G. Mal'kina ◽  
Nikita A. Kolyvanov ◽  
Lyudmila A. Grishchenko ◽  
...  
Keyword(s):  
Propargylic Alcohols ◽  
Catalyst Free

Regioselective Benzoyloxylative Dearomatization of Naphthols by Benzoyl Peroxide under Catalyst-Free Conditions

2021 ◽  
Author(s):  
Hongwei Chen ◽  
Qin-Hua Song
Keyword(s):  
Benzoyl Peroxide ◽  
Room Temperature ◽  
Catalyst Free ◽  
Air Atmosphere

A direct regioselective benzoyloxylative dearomatization of both α- and β-naphthols by benzoyl peroxide under air atmosphere, radical inhibitor- and catalyst-free conditions at room temperature is described. The methodology provides a...

A Catalyst-Free Process for the Direct Oxidative Synthesis of Form­anilides from Arylamines and Aldehydes under Air Atmosphere

Synlett ◽  
2015 ◽  
Vol 26 (13) ◽  
pp. 1900-1904 ◽  
Author(s):  
Yuancheng Qin ◽  
Xubiao Luo ◽  
Yuanyuan Cheng ◽  
Mingjun Li ◽  
Yu Xie ◽  
...  
Keyword(s):  
Catalyst Free ◽  
Air Atmosphere ◽  
Free Process

Synthesis of ZnO nanocombs and tetrapods by catalyst-free oxidation of alpha brass powders in air atmosphere

2020 ◽  
Vol 46 (2) ◽  
pp. 2552-2557 ◽  
Author(s):  
Ahad Mohammadzadeh ◽  
Maziyar Azadbeh ◽  
Bahram Shokriyan ◽  
Sajjad Nasiri Khalil Abad
Keyword(s):  
Catalyst Free ◽  
Air Atmosphere ◽  
Free Oxidation ◽  
Alpha Brass

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2021 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Zhanghua Gao
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

2020 ◽  
Vol 7 (19) ◽  
pp. 2981-2985
Author(s):  
Tao Niu ◽  
Shan Yang ◽  
Xinxin Wu ◽  
Chen Zhu
Keyword(s):  
Propargylic Alcohols

Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols.

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

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