Related Experiment Video
Updated: Aug 24, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
From Esters to Benzodiazepines: A Two-Step Nickel-Iridium Catalytic Pathway via Amide Intermediates
Gourishankar B Swami1, Padmavathy V K Nair1, Bhakti M Bate1
1Department of Chemistry, Indian Institute of Science Education and Research, Pune411008, Maharashtra, India.
None:
Herein, we report a NiCl2·DPEPhos catalyzed chemoselective activation of the C(acyl)-O bond in functionalized esters toward the synthesis of amino-hydroxy-amides using ambident amino alcohols. [IrCp*Cl2]2 catalyzed intramolecular cyclization of amino-hydroxy-amides via borrowing hydrogenation, afforded therapeutically beneficial 1,4-benzodiazepin-5-ones. A plausible mechanism for both steps has been elucidated. The 1,4-benzodiazepin-5-one frameworks were structurally diversified through postsynthetic modification. This protocol enables access to natural products such as Circumdatin F and Circumdatin H, further underscoring its potential.
Related Concept Videos
Acid Halides to Esters: Alcoholysis
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
Preparation of Amines: Reduction of Oximes and Nitro Compounds
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization
Carboxylic Acids to Esters: Acid-Catalyzed (Fischer) Esterification Mechanism
Preparation of Amines: Reduction of Amides and Nitriles
Amides can be reduced to primary, secondary, and tertiary amines using catalytic hydrogenation, active metals like Fe,...

