Chemical Transformations of Tetracyclo[3.3.1.1.3,7.0.1,3]decane (1,3-Dehydroadamantane): VIII. Reaction of 1,3-Dehydroadamantane with Aliphatic Aldehydes


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Abstract

The reaction of 1,3-dehydroadamantane with aliphatic aldehydes involves the Ca-H bond and forms hardly accessible branched 2-(1-adamantyl)alkylaldehydes in one stage in a yield of 60-78%. It is found that 2-(1-adamantyl)alkylaldehydes are prone to oligomerization. The reaction of 2-(1-adamantyl)-alkylaldehydes with 2,4-dinitrophenylhydrazine gave the corresponding hydrazones in a yield of 84-98%.

About the authors

V. M. Mokhov

Volgograd State Technical University

Author for correspondence.
Email: tons@vstu.ru
Russian Federation, pr. Lenina 28b, Volgograd, 400131

K. R. Saad

Volzhsky Polytechnic Institute (Branch)

Email: butov@post.volpi.ru
Russian Federation, ul. Engelsa 42, Volzhskii, Volgograd obl., 404121

G. Yu. Parshin

Volgograd State Technical University

Email: butov@post.volpi.ru
Russian Federation, pr. Lenina 28b, Volgograd, 400131

G. M. Butov

Volgograd State Technical University; Volzhsky Polytechnic Institute (Branch)

Author for correspondence.
Email: butov@post.volpi.ru
Russian Federation, pr. Lenina 28b, Volgograd, 400131; ul. Engelsa 42, Volzhskii, Volgograd obl., 404121

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