TY - JOUR
T1 - Synthesis of 2,3,4-trisubstituted pyrroles via a facile reaction of vinyl azides and tosylmethyl isocyanide
AU - Chen, Wenteng
AU - Shao, Jiaan
AU - Li, Zhi
AU - Giulianotti, Marc A.
AU - Yu, Yongping
PY - 2012/2
Y1 - 2012/2
N2 - A facile synthesis of polysubstituted pyrroles from tosylmethyl isocyanide (TOSMIC) and readily synthesized vinyl azides was developed. The reaction proceeded under mild conditions in the presence of base. 2-Tosyl-substituted pyrroles were obtained in moderate to good isolated yields. Additionally, a base-initiated one-pot pyrrole synthesis also was developed using carboxaldehydes, ethyl 2-azidoacetate, and TOSMIC.
AB - A facile synthesis of polysubstituted pyrroles from tosylmethyl isocyanide (TOSMIC) and readily synthesized vinyl azides was developed. The reaction proceeded under mild conditions in the presence of base. 2-Tosyl-substituted pyrroles were obtained in moderate to good isolated yields. Additionally, a base-initiated one-pot pyrrole synthesis also was developed using carboxaldehydes, ethyl 2-azidoacetate, and TOSMIC.
KW - 2,3,4-trisubstituted pyrroles
KW - Cyclization reaction
KW - Multicomponent reaction
KW - Nucleophilic reaction
KW - Vinyl azides
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U2 - 10.1139/v11-150
DO - 10.1139/v11-150
M3 - Article
AN - SCOPUS:84863056439
SN - 0008-4042
VL - 90
SP - 214
EP - 221
JO - Canadian Journal of Chemistry
JF - Canadian Journal of Chemistry
IS - 2
ER -