Electrophilic cyclization of 2-(1-alkynyl)-2-alken-1-ones using the I2/K3PO4 system: an efficient synthesis of highly substituted iodofurans.
[reaction: see text] The electrophilic cyclization of 2-(1-alkynyl)-2-alken-1-ones in the presence of various alcohols or carbon-based nucleophiles offers an efficient and straightforward route to highly substituted iodofurans under extremely mild reaction conditions. The iodo derivatives are potential synthetic intermediates for amplification of molecular complexity.
Liu
Yuanhong
Y
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China. yhliu@mail.sioc.ac.cn
Zhou
Shaolin
S
D000475:Alkenes / Q000737:chemistry*; D003500:Cyclization; D003516:Cycloparaffins / Q000737:chemistry*; D004563:Electrochemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D010710:Phosphates / Q000737:chemistry*; D017680:Potassium Compounds / Q000737:chemistry*
D000475:Alkenes; D003516:Cycloparaffins; D005663:Furans; D010710:Phosphates; D017680:Potassium Compounds; D007455:Iodine; C013216:potassium phosphate