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Genesis of thiacalixarenes: a one-pot highly efficient synthesis of TC4A

โœ Scribed by Mitesh H. Patel; Vijay B. Patel; Pranav S. Shrivastav

Book ID
104095214
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
211 KB
Volume
49
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

This Letter reports the results of our studies towards the synthesis of thiacalixarenes. In an effort to develop an efficient and inexpensive synthetic methodology for thiacalixarenes, several trials were conducted to study the effect of base/template, solvents, catalyst, phenol substitutions and temperature profile. Microwave synthesis was also tested to reduce the overall time for the reaction. Based on the results of these investigations, a detailed reaction mechanism is proposed and an optimized synthetic procedure for p-tertbutylthiacalix[4]arene is demonstrated.

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5,11-Dioxa-and 5-oxa-11-thiabenzo[b]fluoren-10-ones were prepared via a one-pot procedure initiated by the reaction of salicylates or thiasalicylates with ortho fluoro-a-bromoacetophenones in the presence of cesium carbonate. The reactions proceeded in good yield and the final products were obtained