Research output: Contribution to journal › Article › peer-review
Synthesis and cyclization of 1-arylalk-1-ene-3,5-diynylamines. / Sorokoumov, V. N.; Morozkina, S. N.; Balova, I. A.
In: Chemistry of Heterocyclic Compounds, Vol. 42, No. 5, 01.05.2006, p. 615-624.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Synthesis and cyclization of 1-arylalk-1-ene-3,5-diynylamines
AU - Sorokoumov, V. N.
AU - Morozkina, S. N.
AU - Balova, I. A.
PY - 2006/5/1
Y1 - 2006/5/1
N2 - An investigation of the reaction of 1-lithio-1,3-diynes, generated in situ, with nitriles has been carried out. In the case of aromatic nitriles 1-arylalk-1-ene-3,5-diynylamines are formed, which undergo dimerization and cyclization on isolation, giving 3-(alka-1,3-diynyl)-4-(alk-2-ynyl)-2,6- diarylpyridines. The effect of the nature of the substituent in the benzonitrile molecule on the selectivity of the reaction and the yield of the products has been determined. A scheme is proposed for the conversions and the structures of the intermediates have been established.
AB - An investigation of the reaction of 1-lithio-1,3-diynes, generated in situ, with nitriles has been carried out. In the case of aromatic nitriles 1-arylalk-1-ene-3,5-diynylamines are formed, which undergo dimerization and cyclization on isolation, giving 3-(alka-1,3-diynyl)-4-(alk-2-ynyl)-2,6- diarylpyridines. The effect of the nature of the substituent in the benzonitrile molecule on the selectivity of the reaction and the yield of the products has been determined. A scheme is proposed for the conversions and the structures of the intermediates have been established.
KW - 1-arylalk-1-en-3,5-diynylamines
KW - 1-lithio-1,3-diynes
KW - 3-(alka-1,3-diynyl)-4-(alk-2-ynyl)-2,6-diarylpyridines
KW - Diacetylenes
KW - Lithium 2-aminoethylamide
KW - Nitriles
KW - Prototropic isomerization
UR - http://www.scopus.com/inward/record.url?scp=33748162732&partnerID=8YFLogxK
U2 - 10.1007/s10593-006-0136-9
DO - 10.1007/s10593-006-0136-9
M3 - Article
AN - SCOPUS:33748162732
VL - 42
SP - 615
EP - 624
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 5
ER -
ID: 33788663