Chemistry of organo halogenic molecules. XLVIII. Stereochemistry of halofluorination of 1,2- and 1,4-dihydronaphthalene.

スポンサーリンク

概要

• 論文の詳細を見る

• Halofluorination of 1,2-dihydronaphthalene with a mixture of <I>N</I>-chlorosuccinimide or <I>N</I>-bromosuccinimide or <I>N</I>-iodosuccinimide–hydrogen fluoride–pyridine in ether proceeds with Markovnikov type regioselectivity. The reaction is stereospecifically anti, the anti adduct isomerizing to syn products under the reaction conditions. The elimination of hydrogen halide under basic conditions occurs only from the syn adduct, thus forming 1-fluoro-3,4-dihydronaphthalene. Halofluorinations of 1,4-dihydronaphthalene also occur stereospecifically anti, and elimination under basic conditions gives naphthalene.

• 公益社団法人 日本化学会の論文

著者

• Stavber Stojan

  Department of Chemistry and "J. Stefan" Institute, University of Ljubljana

• Zupan Marko

  Department of Chemistry and "J. Stefan" Institute, University of Ljubljana

関連論文

• Chemistry of organo halogenic molecules. XLVIII. Stereochemistry of halofluorination of 1,2- and 1,4-dihydronaphthalene.
• Fluorination with xenon difluoride. 23. Fluorination of ortho substituted aromatic molecules.
• Fluorination with xenon difluoride. XXII. The role of catalyst and temperature on the fluorination of norbornene and norbornadiene.

スポンサーリンク