The Journal of Organic Chemistry

Intermediates in the Paal-Knorr synthesis of furans

V Amarnath, K Amarnath

Index: Amarnath, Venkataraman; Amarnath, Kalyani Journal of Organic Chemistry, 1995 , vol. 60, # 2 p. 301 - 307

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Citation Number: 57

Abstract

New experimental evidence for the mechanism of the Paal-Knorr reaction involving the acidcatalyzed cyclization of al, &diketone to form a furan is reported. In aqueous or alcoholic solutions containing hydrochloric acid and in chloroform containing boron trifluoride- etherate d, l-and meso-3, 4-diethyl-2, 5-hexanediones (2r and 2m) cyclize at unequal rates; the stereochemical configuration of the unchanged dione is preserved during the reaction. ...

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