TY - JOUR
T1 - Annulated 1,2,4-triazoles. A convenient synthesis of thieno[2,3-f][1,2,4]triazolo[1,5-a]azepines
T2 - A novel triheterocyclic ring system
AU - Wang, Quanrui
AU - Li, Zheng
AU - Yang, Haiyan
AU - Li, Feng
AU - Ding, Zongbiao
AU - Tao, Fenggang
PY - 2003
Y1 - 2003
N2 - A synthetic approach to the previously unknown thieno[2,3-f][1,2,4]triazolo[1,5-a]azepine derivatives was efficiently accomplished by cycloaddition of the bicyclic 1-aza-2-azoniaallene salts 6, derived from 6,7-dihydrobenzo[b]thiophen-4(5H)-one hydrazones 4, to the triple bond of nitriles, followed by ring enlargement. The X-ray crystal diffraction analysis of the picrate 10a provided affirmative proof for the structural assignment made.
AB - A synthetic approach to the previously unknown thieno[2,3-f][1,2,4]triazolo[1,5-a]azepine derivatives was efficiently accomplished by cycloaddition of the bicyclic 1-aza-2-azoniaallene salts 6, derived from 6,7-dihydrobenzo[b]thiophen-4(5H)-one hydrazones 4, to the triple bond of nitriles, followed by ring enlargement. The X-ray crystal diffraction analysis of the picrate 10a provided affirmative proof for the structural assignment made.
KW - 1-aza-2-azoniaallene cations
KW - Cycloaddition
KW - Nitriles
KW - Ring enlargement
KW - Thieno[2,3-f][1,2,4]triazolo[1,5-a]azepines
UR - http://www.scopus.com/inward/record.url?scp=0038726022&partnerID=8YFLogxK
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U2 - 10.1055/s-2003-39392
DO - 10.1055/s-2003-39392
M3 - Article
AN - SCOPUS:0038726022
SP - 1231
EP - 1235
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 8
ER -