Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
AlBr3-Promoted stereoselective anti-hydroarylation of the acetylene bond in 3-arylpropynenitriles by electron-rich arenes : Synthesis of 3,3-diarylpropenenitriles. / Gorbunova, Yelizaveta; Ryabukhin, Dmitry S.; Vasilyev, Aleksander V.
в: Beilstein Journal of Organic Chemistry, Том 17, 01.11.2021, стр. 2663-2667.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - AlBr3-Promoted stereoselective anti-hydroarylation of the acetylene bond in 3-arylpropynenitriles by electron-rich arenes
T2 - Synthesis of 3,3-diarylpropenenitriles
AU - Gorbunova, Yelizaveta
AU - Ryabukhin, Dmitry S.
AU - Vasilyev, Aleksander V.
N1 - Publisher Copyright: © 2021 Gorbunova et al.
PY - 2021/11/1
Y1 - 2021/11/1
N2 - Reactions of 3-arylpropynenitriles (ArC≡CCN) with electron-rich arenes (Ar'H, benzene and its polymethylated derivatives) under the action of aluminum bromide (AlBr3, 6 equiv) at room temperature for 0.5-2 h result in the stereoselective formation of 3,3- diarylpropenenitriles (Ar(Ar')C=CHCN) in yields of 20-64%, as products of mainly anti-hydroarylation of the acetylene bond. The obtained 3,3-diarylpropenenitriles in triflic acid CF3SO3H (TfOH) at room temperature for 1 h are cyclized into 3-arylindenones in yields of 55-70%.
AB - Reactions of 3-arylpropynenitriles (ArC≡CCN) with electron-rich arenes (Ar'H, benzene and its polymethylated derivatives) under the action of aluminum bromide (AlBr3, 6 equiv) at room temperature for 0.5-2 h result in the stereoselective formation of 3,3- diarylpropenenitriles (Ar(Ar')C=CHCN) in yields of 20-64%, as products of mainly anti-hydroarylation of the acetylene bond. The obtained 3,3-diarylpropenenitriles in triflic acid CF3SO3H (TfOH) at room temperature for 1 h are cyclized into 3-arylindenones in yields of 55-70%.
KW - Aluminum bromide
KW - Hydroarylation
KW - Indenones
KW - Propenenitriles
KW - Propynenitriles
KW - ACTIVATION
KW - ANNULATION
KW - indenones
KW - aluminum bromide
KW - propenenitriles
KW - hydroarylation
KW - propynenitriles
KW - TRIFLUOROMETHANESULFONIC ACID
UR - http://www.scopus.com/inward/record.url?scp=85119924776&partnerID=8YFLogxK
U2 - 10.3762/bjoc.17.180
DO - 10.3762/bjoc.17.180
M3 - Article
AN - SCOPUS:85119924776
VL - 17
SP - 2663
EP - 2667
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 1860-5397
ER -
ID: 89276211