Tetrahedron letters

Novel route to the synthesis of 4-quinolyl isothiocyanates

B Zhong, RS Al-Awar, C Shih, JH Grimes, M Vieth…

Index: Zhong, Boyu; Al-Awar, Rima S.; Shih, Chuan; Grimes Jr., John H.; Vieth, Michal; Hamdouchi, Chafiq Tetrahedron Letters, 2006 , vol. 47, # 13 p. 2161 - 2164

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Citation Number: 13

Abstract

4-Quinolyl isothiocyanates were synthesized in a regiospecific fashion from the corresponding 4-chloroquinolines and silver thiocyanate in refluxing toluene. The products were isolated in quantitative yield and high purity (> 95%) by simple filtration and concentration. Reactivity and mechanism of the reaction are discussed. The new approach would provide a new mean which had been lacking for the synthesis of functionalized 4- ...