TY - JOUR
T1 - Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles
AU - Kumar, Anil
AU - Muthyala, Manoj Kumar
AU - Choudhary, Sunita
AU - Tiwari, Rakesh K.
AU - Parang, Keykavous
PY - 2012/10/19
Y1 - 2012/10/19
N2 - A convenient synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded 1,2,3-selenadiazoles. The advantages of this methodology were the ease of workup, simple reaction conditions, and high purity.
AB - A convenient synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded 1,2,3-selenadiazoles. The advantages of this methodology were the ease of workup, simple reaction conditions, and high purity.
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U2 - 10.1021/jo301607a
DO - 10.1021/jo301607a
M3 - Article
C2 - 23020655
AN - SCOPUS:84867706347
SN - 0022-3263
VL - 77
SP - 9391
EP - 9396
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 20
ER -