Synthesis of Aryl Dithiocarbamates Starting from Tetramethylthiuram Monosulfide (TMTM) and Aryl Boronic Acids: a Copper-Catalyzed C(sp2)-S Construction

Synthesis ◽  
2021 ◽  
Author(s):  
Zhi-Bing Dong ◽  
Xu-Ling Xia ◽  
Qi-Long Zhu ◽  
Jin-Quan Chen ◽  
Zhen Shi
Keyword(s):  
Efficient Method ◽  
Functional Group ◽  
Bond Formation ◽  
Boronic Acids ◽  
Pharmaceutically Active Compounds ◽  
Active Compounds ◽  
Formation Reaction ◽  
Highly Efficient

A highly-efficient method for the synthesis of S-aryl dithiocarbamates was reported. By using tetramethylthiuram monosulfide (TMTM) and aryl boronic acids as starting materials, the C(sp2)-S bond formation reaction proceeded smoothly, giving the desired aryl dithiocarbamates in good to excellent yields. The methodology features easy performance, broad functional group tolerance, and excellent yields, showing potential synthetic value for the preparation of a diversity of biologically or pharmaceutically active compounds.

Silver-catalyzed direct C–H oxidative carbamoylation of quinolines with oxamic acids

2020 ◽  
Vol 18 (14) ◽  
pp. 2747-2757 ◽  
Author(s):  
Jin-Wei Yuan ◽  
Qian Chen ◽  
Chuang Li ◽  
Jun-Liang Zhu ◽  
Liang-Ru Yang ◽  
...  
Keyword(s):  
Efficient Method ◽  
Functional Group ◽  
Highly Efficient

A facile and highly efficient method has been successfully developed for the synthesis of 2-carbamoylated quinolines. The current reaction exhibits broad substrate scope, good functional group compatibility, and good to excellent yields.

Iodine-Catalyzed Oxidative Cross-Dehydrogenative Coupling of Quinoxalinones and Indoles: Synthesis of 3-(Indol-2-yl)quinoxalin-2-one under Mild and Ambient Conditions

Synthesis ◽  
2018 ◽  
Vol 50 (12) ◽  
pp. 2337-2346 ◽  
Author(s):  
Sirilata Yotphan ◽  
Medena Noikham ◽  
Tanakorn Kittikool
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Catalytic Amount ◽  
Ambient Air ◽  
Molecular Iodine ◽  
Ambient Conditions ◽  
Highly Efficient ◽  
Dehydrogenative Coupling

A highly efficient iodine-catalyzed oxidative cross-dehydrogenative coupling reaction of quinoxalinones and indoles has been developed. Without the requirement of peroxide and acid, this reaction utilizes a catalytic amount of molecular iodine to facilitate the C–C bond formation under ambient air. This simple and easy-to-handle protocol represents an interesting synthetic alternative with a good scope and functional group compatibility.

Copper-Catalyzed Intermolecular Thioamination of Maleimides with Thiols and Formamides: A One-Step Construction of 3-Amino-4-thiomaleimides Using Formamides as Nitrogen Sources

Synthesis ◽  
2018 ◽  
Vol 50 (23) ◽  
pp. 4627-4636 ◽  
Author(s):  
Sheng-Yin Zhao ◽  
Zhen-Hua Yang ◽  
Jia-Nan Zhu ◽  
Ze-Hui Jin ◽  
Jian Zheng
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Nitrogen Sources ◽  
Diverse Range ◽  
Mild Conditions ◽  
Highly Efficient ◽  
One Step ◽  
Operational Simplicity

A highly efficient copper-catalyzed intermolecular C(sp2)–H thioamination of maleimides with thiols and formamides in the presence of fluoroboric acid is reported using various readily available formamides as nitrogen sources and solvents. A diverse range of 3-amino-4-thiomaleimides is obtained with good yields under mild conditions, involving C–N and C–S bond formation. This methodology enriches current C–N and C–S bond formation chemistry and features operational simplicity and excellent functional-group tolerance.

scholarly journals Catalyzed C–C Coupling of Aryl Iodides and Boronic Acids

2012 ◽  
Vol 2012 ◽  
pp. 1-4
Author(s):  
Payal Malik ◽  
Debashis Chakraborty
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Boronic Acids ◽  
Carbon Bond ◽  
Aryl Iodides ◽  
Carbon Carbon Bond ◽  
Wide Range

An efficient La2O3-catalyzed new route for the carbon-carbon bond formation in particular, symmetrical and unsymmetrical biphenyls has been developed, which proceeds through carbon-carbon coupling reaction of aryl iodides with boronic acids. The reaction provided the desired products in moderate-to-good yields with a wide range of functional group tolerance.

Nickel(0)-Catalyzed Linear-Selective Hydroarylation of Unactivated Alkenes and Styrenes with Arylboron Acids

2018 ◽  
Author(s):  
Honggui Lv ◽  
Li-Jun Xiao ◽  
Dongbing Zhao ◽  
Qi-Lin Zhou
Keyword(s):  
Butyric Acid ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Highly Efficient ◽  
Organoboronic Acids

Herein, we realized the first linear-selective hydroarylation of unactivated alkenes and styrenes with organoboronic acids by introducing directing groupon alkenes. Our method is highly efficient and scalable, and provides a modular route to assemble structurally diverse alkylarenes, especially for γ-aryl butyric acid derivatives, which have been widely utilized as chemical feedstocks to access multiple marketed drugs, and biologically active compounds.<br>

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