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Titanium‐Catalyzed [6π+2π]‐Cycloaddition of Alkynes and Allenes to 7‐Substituted 1,3,5‐Cycloheptatrienes
Author(s) -
D'yakonov Vladimir A.,
Kadikova Gulnara N.,
Kolokol'tsev Dmitry I.,
Ramazanov Ilfir R.,
Dzhemilev Usein M.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500442
Subject(s) - chemistry , cycloaddition , yield (engineering) , bicyclic molecule , catalysis , medicinal chemistry , alkyl , titanium , organic chemistry , materials science , metallurgy
The reaction of 7‐alkyl(allyl,phenyl)‐1,3,5‐cycloheptatrienes with alkynes and allenes, catalyzed by the two‐component Ti(acac) 2 Cl 2 –Et 2 AlCl system, resulting in the formation of substituted bicyclo[4.2.1]nona‐2,4‐dienes and bicyclo[4.2.1]nona‐2,4,7‐trienes in up to 90 % yield, was accomplished. The structures of the obtained compounds were confirmed by X‐ray diffraction and by 1 H and 13 C NMR spectroscopic analysis.
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