𝔖 Bobbio Scriptorium
✦   LIBER   ✦

[3+2]-Cycloadditions of 2-Aminothioisomünchnones to Alkynes: Synthetic Scope and Mechanistic Insights

✍ Scribed by Marı́a J Arévalo; Martı́n Avalos; Reyes Babiano; Pedro Cintas; Michael B Hursthouse; José L Jiménez; Mark E Light; Ignacio López; Juan C Palacios

Book ID
104202503
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
245 KB
Volume
56
Category
Article
ISSN
0040-4020

No coin nor oath required. For personal study only.

✦ Synopsis

This manuscript describes the regiospecific 1,3-dipolar cycloadditions of 2-aminothioisomu ¨nchnones (1-3) with methyl propiolate. The structure of compound 4 has been unequivocally determined by X-ray crystallography. Based on these experimental arguments and a theoretical rationale that supports the regiochemistry observed, a mechanistic pathway is discussed to account for the formation of pyridone or thiophene derivatives. The protocol has also been extended to the cycloadditions of aminothioisomu ¨nchnones derived from carbohydrates with dimethyl acetylenedicarboxylate to afford interesting glycosylaminoheterocycles.

📜 SIMILAR VOLUMES

ChemInform Abstract: [3 + 2]-Cycloadditi
ChemInform Abstract: [3 + 2]-Cycloadditions of 2-Aminothioisomuenchnones to Alkynes: Synthetic Scope and Mechanistic Insights.
✍ Maria J. Arevalo; Martin Avalos; Reyes Babiano; Pedro Cintas; Michael B. Hurstho 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v