ISSN:
1572-879X
Keywords:
Thiophene
;
benzylation
;
iron/zinc chlorides
;
modified montmorillinite
;
Friedel-Crafts
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Montmorillinite clays, modified with either Zn(II) or Fe(III) chlorides have been used to catalyze the Friedel-Crafts alkylation of thiophene. High yields (ca. 80%) of 2- and 3-benzylthiophene mixtures were obtained using either catalyst in chlorobenzene or nitrobenzene solvent at 80°C. The ratio of 2–3-products was found to be controlled by their relative stability. Reactions were most rapid in nitrobenzene solution (〈5 min) and resulted in formation of the 2-isomer as the only mono-substituted product. This is believed to be the first example in which an alkylation of thiophene has been limited to one regio-isomer.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00815426
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