Regioselective Azidation of 2, 4??Dichloroquinolines

W Steinschifter, W Stadlbauer

Index: Steinschifter, Waltraud; Stadlbauer, Wolfgang Journal fuer Praktische Chemie/Chemiker-Zeitung, 1994 , vol. 336, # 4 p. 311 - 318

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Citation Number: 43

Abstract

Abstract Reactions of 2, 4-dichloroquinolines (2a–f) with sodium azide in DMF lead either regioselectively to 4-azido-2-chloroquinolines (3a–f) or with excess of sodium azide and catalysts to 5-azido-tetrazolo [1, 5-a] quinolines (4a–f). 2, 4-Dichloroquinolines (2g–i) having electron donating substituents in 3-position react with sodium azide in DMF to a mixture of 4- azido-2-chloroquinolines (3g–i) and 5-chlorotetrazolo [1, 5-a] quinolines (5g–i). When the ...