Synthesis of aromatic aldehyde acetals from (dibromomethyl)arenes

M. B. Gazizov; S. Yu. Ivanova; N. Yu. Bashkirtseva; O. D. Khairullina; R. A. Khairullin; O. V. Gazizova

doi:10.1007/s11172-017-1877-6

Synthesis of aromatic aldehyde acetals from (dibromomethyl)arenes

Authors: Gazizov M.B.¹, Ivanova S.Y.¹, Bashkirtseva N.Y.¹, Khairullina O.D.¹, Khairullin R.A.¹, Gazizova O.V.¹
Affiliations:
1. Kazan National Research Technological University
Issue: Vol 66, No 7 (2017)
Pages: 1230-1233
Section: Full Articles
URL: https://journals.rcsi.science/1066-5285/article/view/240934
DOI: https://doi.org/10.1007/s11172-017-1877-6
ID: 240934

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Abstract

Zinc chloride-catalyzed double debromoalkoxylation of (dibromomethyl)arenes on treatment with trialkyl orthoformates resulted in the corresponding aromatic aldehyde acetals. On the first step, α-brominated ether is formed, which undergoes the second debromoalkoxylation producing acetal. This method is tolerated to ester functionalized derivatives.