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2-Substituted 5-Acetyl-4-Thiazolyl Triflates as Useful Building Blocks for the Preparation of Functionalized Thiazoles

✍ Scribed by Antonio Arcadi; Orazio A. Attanasi; Barbara Guidi; Elisabetta Rossi; Stefania Santeusanio

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 433 KB
Volume: 1999
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199911)1999:11<3117::aid-ejoc3117>3.0.co;2-o

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✦ Synopsis

The readily available 2-substituted 5-acetyl-4-thiazolyl with 1-alkynes/6-endo-dig annulation reactions in the presence of ammonia leads to functionalised pyrido[3,4-triflates 2 are useful building blocks for the preparation of functionalised thiazoles by means of palladium-catalysed c]thiazoles in satisfactory yields. The utilisation of uncatalysed displacement reactions of the triflate group cross-coupling reactions with organometallic reagents and alkoxycarbonylation and deoxygenation reactions. The represents a very simple method for the synthesis of 4-N-,4-O-, and 4-S-substituted thiazoles. combination of palladium-catalysed coupling of 2 together

In connection with our ongoing interest in developing [a] Dipartimento di Chimica, Ingegneria Chimica e Materiali, thesis of functionalised thiazoles.

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