Related Experiment Video
Updated: Jun 23, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Rh(III)-catalyzed site-selective hydroarylation of maleimides with 5-aryl-1,2,4-oxadiazole frameworks
Sangepu Karthik1, Mettu Dharani1, B Sridhar2
1Fluoro & Agrochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad-500007, India. padduiict@gmail.com.
Abstract:
The site-selective functionalization of 5-aryl-1,2,4-oxadiazoles with maleimides has been achieved using a catalytic amount of rhodium(III) catalyst to afford a series of succinimide-substituted 1,2,4-oxadiazole frameworks. This is the first example of C-H activation of 5-aryl-1,2,4-oxadiazoles using maleimides as coupling partners, demonstrating its broad substrate scope and high functional group tolerance.
Related Concept Videos
Diazonium Group Substitution: –OH and –H
Radical Anti-Markovnikov Addition to Alkenes: Overview
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.

![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)