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Article 2022 · 8 atıf

Deoxygenative Chlorination of Aldehydes and Alcohols with Dichloromethyl Methyl Ether and TiCl<sub>4</sub>

Polat, Emrah, Cakici, Murat

Özet

Here, we report highly efficient deoxygenative chlorination of aldehydes and alcohols with a dichloromethyl methyl ether and TiCl4 system. The method converts various aldehydes and alcohols into the desired geminal dichlorides or chlorides with good to excellent yields (up to 99 %). Combined with a subsequent Rieche formylation step using the same reagent system, this method provides an efficient approach for synthesis of aromatic dialdehydes. This strategy involves deoxy-chlorination of the aryl aldehydes followed by a second formylation of more activated benzal chloride derivatives. Dialdehydes can be easily obtained by hydrolyzing the corresponding of dichloromethyl derivative.

Anahtar Kelimeler
Benzal chlorides Deoxy-chlorination Double formylation Geminal dichlorides Rieche formylation UBER ALPHA-HALOGENATHER MEDICINAL CHEMISTRY BENZAL HALIDES FORMYLATION EFFICIENT DICHLORIDES OLEFINATION CONVERSION SCOPE
WoS Kategorileri
Chemistry, Organic
Künye
Dergi
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Yıl
2022
Cilt
2022
Sayı
45
ISSN
1434-193X
eISSN
1099-0690
DOI
10.1002/ejoc.202201106
WoS UID
WOS:000894491600010
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