A thiol-free synthesis of alkynyl chalcogenides by the copper-catalyzed C-X (X = S, Se) cross-coupling of alkynyl carboxylic acids with Bunte salts

作者：Liu, Fanmin; Yi, Wenbin^*

来源：Organic Chemistry Frontiers, 2018, 5(3): 428-433.

DOI：10.1039/c7qo00724h

• METAL-FREE SYNTHESIS
• BOND FORMATION
• TERMINAL ALKYNES
• DIORGANO DICHALCOGENIDES
• COMPARATIVE REACTIVITIES
• OXIDATIVE AMIDATION
• EFFICIENT SYNTHESIS
• PROPIOLIC ACIDS
• SULFIDES
• ARYL

An efficient copper-catalyzed C-X (X = S, Se) decarboxylative coupling of alkynyl carboxylic acids with Bunte salts has been developed. The process is amenable to various alkynyl carboxylic acids and Bunte salts and is compatible with a wide range of functional groups. In addition, this catalytic reaction could also be performed with seleno Bunte salts and alkynyl carboxylic acids under the same conditions, giving the alkynyl selenosulfides in good yields. Importantly, this route avoids the use of odorous thiol or selenol starting materials.

• 出版日期2018-2-7
• 单位南京理工大学