A Convenient, Catalyst-free Cross-coupling Reaction of α-Sulfur-substituted Alkylstannanes with Acid Chlorides Leading to α-Sulfur-substituted Ketones

2007 ◽  
Vol 36 (1) ◽  
pp. 14-15 ◽  
Author(s):  
Hirotaka Kagoshima ◽  
Naoshi Takahashi
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Acid Chlorides ◽  
Catalyst Free ◽  
Cross Coupling Reaction

scholarly journals Microwave-Accelerated N-Acylation of Sulfoximines with Aldehydes under Catalyst-Free Conditions

Synthesis ◽  
2020 ◽  
Vol 52 (08) ◽  
pp. 1279-1286
Author(s):  
Kamal K. Rajbongshi ◽  
Srinivas Ambala ◽  
Thavendran Govender ◽  
Hendrik G. Kruger ◽  
Per I. Arvidsson ◽  
...  
Keyword(s):  
Free Radical ◽  
Microwave Irradiation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aromatic Aldehydes ◽  
Efficient Catalyst ◽  
Radical Initiator ◽  
Catalyst Free ◽  
Broad Scope ◽  
Cross Coupling Reaction

An efficient catalyst-free radical cross-coupling reaction between aromatic aldehydes and sulfoximines was developed. The reaction took place in the presence of N-bromosuccinimide as the radical initiator under microwave irradiation to afford the corresponding acylated sulfoximines in moderate to excellent yields (27 examples). This protocol proved to be rapid, easy to handle, and applicable to a broad scope of substrates.

Catalyst-free phosphorylation of aryl halides with trialkyl phosphites through electrochemical reduction

2019 ◽  
Vol 55 (93) ◽  
pp. 14035-14038 ◽  
Author(s):  
Shuai Wang ◽  
Cheng Yang ◽  
Shuo Sun ◽  
Jianbo Wang
Keyword(s):  
Electrochemical Reduction ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Trialkyl Phosphites

A catalyst-free electrochemical cross-coupling reaction of aryl halides with trialkyl phosphites has been developed for the synthesis of aromatic phosphonates.

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.

Direct Synthesis of Vicinal Tricarbonyl Amides by Coupling of α-Oxo Acid Chlorides with Carbamoylsilanes

Synthesis ◽  
2019 ◽  
Vol 51 (15) ◽  
pp. 2977-2983
Author(s):  
Yuling Han ◽  
Yuping Li ◽  
Shenghua Han ◽  
Pengpeng Zhang ◽  
Jianxin Chen
Keyword(s):  
Oxalyl Chloride ◽  
Direct Synthesis ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Synthetic Method ◽  
Acid Chlorides ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
The Cross

A convenient synthetic method for vicinal tricarbonyl amides by the cross-coupling reaction of α-oxo acid chlorides with carbamoylsilanes is developed. The reaction tolerates a broad range of substituents on the amido nitrogen of carbamoylsilanes, and directly affords good yields of vicinal tricarbonyl amides under mild conditions without use of oxidants. The reaction of carbamoylsilanes with oxalyl chloride has also been explored, and is accompanied by decarbonylation to give vicinal tricarbonyl amides.

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