Details

Autor(en) / Beteiligte

• Wei, Enxiang
• Liu, Bing
• Lin, Shaoxia
• Zhao, Baozhong
• Liang, Fushun

Titel

Halonium-initiated double oxa-cyclization cascade as a synthetic strategy for halogenated furo[3,2-c]pyran-4-ones

Ist Teil von

• Organic & biomolecular chemistry, 2013-11, Vol.11 (41), p.7212-7217

Ort / Verlag

England

Erscheinungsjahr

2013

Quelle

MEDLINE

Beschreibungen/Notizen

• The reaction of 1-alkenoylcyclopropane carboxylic acids with NBS or NIS was investigated, which provides an efficient route to biologically important 7-halogenated furo[3,2-c]pyran-4-ones in a one-pot transformation. The major pathway for the formation of the O-O heterocycles was proposed as a halo-oxa-cyclization, HBr elimination, cyclopropane ring-opening and recyclization (intramolecular oxa-cyclization), and bromination cascade. The double-oxa-cyclization represents a novel synthetic strategy towards functionalized furo[3,2-c]pyranones.