Related Experiment Video
Updated: Jun 10, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Thione-Directed C-H Amidation of Chromone Analogues with Dioxazolones under Rh(III) Catalysis
Jeonghyun Min1, Keunju Park1, Kyeongwon Moon1
1School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea.
Abstract:
Sulfur-containing organic molecules are recognized as promising candidates for catalytic C-H functionalization and medicinal chemistry owing to the exceptional ability of the sulfur atom to bind to transition metals and target enzymes. In this study, we report the Rh(III)-catalyzed thione-directed C-H amidation of various thiochromone analogues derived from flavones, isoflavones, and xanthones. Post-transformations of C5-amidated thiochromone products were investigated, and a series of mechanistic studies were performed.
More Related Videos
Related Concept Videos
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Acid-Catalyzed α-Halogenation of Aldehydes and Ketones
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
Preparation and Reactions of Sulfides
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
