Tetrahedron p. 3397 - 3404 (1993)
Update date:2022-08-03
Topics:
Yakubov, Alexander P.
Tsyganov, Dmitry V.
Belen'kii, Leonid I.
Krayushkin, Mikhail M.
A previously unknown direction of Rieche reaction has been found: formylation of mesitylene, m-xylene, and durene with dichloromethyl methyl ether in the presence of aluminium trichloride and, to lesser extent, of titanium tetrachloride give the respective benzylidene dichlorides besides aldehydes. A novel approach to the synthesis of sterically hindered aromatic dialdehydes has been offered which involves the transformation of a monoaldehyde into the corresponding benzylidene dichloride, Rieche formylation of the latter, and hydrolysis of dichloromethyl aldehyde formed.
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