Catalyst-free chemoselective conjugate addition and reduction of α,β-unsaturated carbonyl compounds via a controllable boration/protodeboronation cascade pathway

2018 ◽  
Vol 20 (1) ◽  
pp. 255-260 ◽  
Author(s):  
Xi Huang ◽  
Junjie Hu ◽  
Mengying Wu ◽  
Jiayi Wang ◽  
Yanqing Peng ◽  
...  
Keyword(s):  
Transition Metal ◽  
Carbonyl Compounds ◽  
Conjugate Addition ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Catalyst Free

A transition-metal-catalyst-free method provides a useful and eco-friendly tool for the chemoselective conjugate addition and reduction of α,β-unsaturated carbonyl compounds.

scholarly journals Transition Metal Catalyst‐Free, Base‐Promoted 1,2‐Additions of Polyfluorophenylboronates to Aldehydes and Ketones

2021 ◽  
Author(s):  
Zhiqiang Liu ◽  
Goutam Kumar Kole ◽  
Yudha P. Budiman ◽  
Ya-Ming Tian ◽  
Alexandra Friedrich ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Catalyst ◽  
Free Base ◽  
Transition Metal Catalyst ◽  
Catalyst Free ◽  
Aldehydes And Ketones

Visible Light and Hydroxynaphthylbenzimidazoline Promoted Transition-Metal-Catalyst-Free Desulfonylation of N-Sulfonylamides and N-Sulfonylamines

2018 ◽  
Vol 83 (18) ◽  
pp. 10813-10825 ◽  
Author(s):  
Eietsu Hasegawa ◽  
Yuto Nagakura ◽  
Norihiro Izumiya ◽  
Keisuke Matsumoto ◽  
Tsukasa Tanaka ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Catalyst Free

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.

scholarly journals Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole

ACS Omega ◽  
2017 ◽  
Vol 2 (8) ◽  
pp. 5000-5004 ◽  
Author(s):  
Esma Kocaoğlu ◽  
Muhammed A. Karaman ◽  
Hatun Tokgöz ◽  
Oktay Talaz
Keyword(s):  
Transition Metal ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Radical Arylation ◽  
Catalyst Free
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