Formation of the Compounds with an Epoxychromene Framework: Role of the Methoxy Groups

Formation of the Compounds with an Epoxychromene Framework: Role of the Methoxy Groups Full article

Journal

Helvetica Chimica Acta
ISSN: 0018-019X , E-ISSN: 1522-2675

Output data

Year: 2014, Volume: 97, Number: 10, Pages: 1406-1421 Pages count : DOI: 10.1002/hlca.201300461

Tags

Terpenes; Clay; Heterocycles; Aldehydes; Condensation; Limonenes

Authors

Mikhalchenko Oksana S. ¹ , Korchagina Dina V. ¹ , Volcho Konstantin P. ^1,2 , Salakhutdinov Nariman F. ^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, Novosibirsk 630090, Russia

Earlier, it was found that the reaction of para-mentha-6,8-diene-2,3-diol with 2,4,5-trimethoxybenzaldehyde in the presence of Montmorillonite K 10 clay led to the formation of a compound with an unusual epoxychromene framework among other products. In the current work, systematic studies of the effect of the number and position of MeO groups in the aromatic ring of the aldehyde on the reaction route were performed to reveal the structural parameters, which favor the formation of compounds with an epoxychromene framework. Compounds with an epoxychromene framework were shown to be formed if the benzaldehyde contained MeO substituents in o- and p-position. The highest yield was achieved in the case of 2,4,5-trimethoxybenzaldehyde.

Mikhalchenko O.S. , Korchagina D.V. , Volcho K.P. , Salakhutdinov N.F.
Formation of the Compounds with an Epoxychromene Framework: Role of the Methoxy Groups
Helvetica Chimica Acta. 2014. V.97. N10. P.1406-1421. DOI: 10.1002/hlca.201300461 WOS Scopus РИНЦ

Published print:	Oct 1, 2014
Published online:	Oct 20, 2014

Web of science	WOS:000344180200011
Scopus	2-s2.0-84969801191
Elibrary	41767323
OpenAlex	W2094657061