293744-62-4

Basic information

• Product Name: 2-((3-chlorophenyl)ethynyl)benzamide
• Synonyms: 2-((3-chlorophenyl)ethynyl)benzamide
• CAS NO: 293744-62-4
• Molecular Weight: 255.703
• Mol File: 293744-62-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-((3-chlorophenyl)ethynyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((3-chlorophenyl)ethynyl)benzamide(293744-62-4)
• EPA Substance Registry System: 2-((3-chlorophenyl)ethynyl)benzamide(293744-62-4)

Safety Data

• Hazardous Substances Data: 293744-62-4(Hazardous Substances Data)

Upstream product

• 118-92-3 anthranilic acid 
• 609-67-6 2-Iodobenzoyl chloride 
• 88-67-5 2-Iodobenzoic acid 
• 766-83-6 m-chlorophenylacetylene 
• 3930-83-4 o-iodobenzamide 

Relevant articles and documents

Phosphazene Superbase-Mediated Regio- and Stereoselective Iodoaminocyclization of 2-(1-Alkynyl)benzamides for the Synthesis of Isoindolin-1-ones

Phosphazene superbase P4-t-Bu mediated iodoaminocyclization of 2-(1-alkynyl)benzamides is reported. The reaction works under ambient conditions and instantaneously results in the synthesis of isoindolin-1-ones in 65-97% yields, in a regio- and stereoselective manner. The exclusive formation of products with Z-geometry (across the exo C?C bond) has been confirmed through X-ray crystallography. The methodology also provides an easy access to aristolactams, an important class of natural products. This has been successfully demonstrated by synthesizing two aristolactam derivatives (including Cepharanone B).

Palladium-catalysed heteroannulation with terminal alkynes: A highly regio- and stereoselective synthesis of (Z)-3-aryl(alkyl)idene isoindolin-1- ones

A highly regio- and stereoselective method for the synthesis of (Z)-3- aryl(alkyl)idene isoindolin-1-ones through palladium-copper catalysis is described. 2-Iodobenzamide 1 and its substituted derivatives 2-10 were reacted with terminal alkynes 11-19 in the presence of (PPh3)2PdCl2, CuI, and Et3N in DMF mostly at 80°C for 16 h to yield the 2-alkynyl substituted benzamides 20-38, 40-45, 77 which could then be cyclised with NaOEt in EtOH to the 3-aryl(alkyl)idene isoindolin-1-ones 46-49, 51, 53-55, 57, 59-71, 73 and 75. In certain cases, the isoindolin-1-ones 50, 52, 56 and 58 could be directly obtained by the palladium-catalysed reactions. (C) 2000 Elsevier Science Ltd.