A simple and convenient four-step synthesis of 4-hydroxy-2-trifluoromethylthiophene (1) a novel bioisostere of α,α,α-trifluoro-m-cresol is reported. The key step is the condensation between ethyl 3-methoxy-4,4,4-trifluorocrotonate and methyl thioglycolate to form methyl 3-hydroxy-5-trifluoromethylthiophene-2-carboxylate (6). Hydrolysis of the ester followed by decarboxylation furnishes 1. Multi-hundred gram quantities of 1 have been obtained utilizing the present procedure.
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Aus den Tetrahydro‐naphtholen (I) entstehen die Epoxide (II), die zu den basischen Carbinolen (III) gespalten werden.
Miguel Ondetti合作论文数Bristol-Myers Squibb Pharmaceutical Research Institute7
Gary M. Karp合作论文数5frederic p hauck合作论文数4Joyce Reid合作论文数4LAVANISH JEROME M合作论文数3pierre a marc合作论文数3Alvin D. Crews合作论文数3
Axel Kleemann合作论文数2Ja Schwindeman合作论文数2Sudarsan Mukhopadhyay合作论文数2
David Allen Hunt合作论文数2Frederick E. Ziegler合作论文数2Dilip Samant合作论文数2FOX RITA T合作论文数1thomas e brady合作论文数1Alvarado Sergio I合作论文数1Donald R. Nielsen合作论文数1Venkatachala Lakshmi Narayanan合作论文数1Frederick P. Hauck合作论文数1Joseph E. Sundeen合作论文数1Mark C. Manfredi合作论文数1Christopher M. Cimarusti合作论文数1
