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Synfacts 2007(4): 0444-0444
DOI: 10.1055/s-2007-968307
DOI: 10.1055/s-2007-968307
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
HBF4/SiO2-Catalyzed Ring Opening of Epoxides
B. P. Bandgar*, A. V. Patil
Swami Ramanand Teerth Marathwada University, Nanded, India
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. März 2007 (online)

Significance
HBF4/SiO2 catalyzed the ring-opening reactions of styrene oxide with N-heterocycles under mild reaction conditions. Thus, the reaction of indoles 1 with styrene oxide was carried out in the presence of 2 mol% of HBF4/SiO2 to give the 2-(3-indolyl)-2-phenylethanols 2 in 50-80% yield (eq. 1). Similarly, pyrroles 3 were converted into the corresponding adducts 4 in 50-75% yield along with 15% yield of the isomeric adducts 4′ (eq. 2). The reactions of imidazoles 5 with styrene oxide gave the corresponding adducts 6 in 63-70% yield (eq. 3).