Mannich-type three component condensation of alpha-substituted caran-4-one oximes with formaldehyde and secondary amines

Mannich-type three component condensation of alpha-substituted caran-4-one oximes with formaldehyde and secondary amines Full article

Journal

Mendeleev Communications
ISSN: 0959-9436

Output data

Year: 2009, Volume: 19, Number: 3, Pages: 139-140 Pages count : DOI: 10.1016/j.mencom.2009.05.008

Authors

Gorshkov Nikolay B. ¹ , Agafontsev Alexander M. ¹ , Gatilov Yurii V. ¹ , Tkachev Alexey V. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Dept Nat Sci, Novosibirsk 630090, Russia

Under the conditions of the Mannich reaction, 3-substituted oximes of caran-4-one undergo aminomethylation at the alpha-carbon atom to oxime. The reaction takes place successfully only in a mixture of methanol and acetic acid to produce alpha-aminomethyl derivatives in 25-83% yields. The secondary or tertiary amino group at the alpha'-position is eliminated under the reaction conditions to form derivatives of alpha,beta-unsaturated oxime, while sulfur-containing substituents remain unchanged.

Gorshkov N.B. , Agafontsev A.M. , Gatilov Y.V. , Tkachev A.V.
Mannich-type three component condensation of alpha-substituted caran-4-one oximes with formaldehyde and secondary amines
Mendeleev Communications. 2009. V.19. N3. P.139-140. DOI: 10.1016/j.mencom.2009.05.008 WOS Scopus РИНЦ

Published print:

May 1, 2009

Web of science	WOS:000267142800008
Scopus	2-s2.0-65649152403
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