期刊
ORGANIC LETTERS
卷 12, 期 9, 页码 1952-1955出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol1003753
关键词
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资金
- CNN (CNIpq/INCT-catalise)
- CAPES (SAUX)
- FAPERGS
- CNPq
The synthesis of several highly functionalized 2,3-dihydroselenophenes from homopropargyl selenides via electrophilic cyclization is described. Electrophiles such as 12, ICI, and PhSeBr were used in a simple process employing CH2Cl2 as solvent at room temperature, which gave the cyclized products in high yields. 4-lodo-2,3-dihydroselenophenes obtained by this methodology were submitted to a dehydrogenation reaction using 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to give 3-iodoselenophenes. 4-lodo-5-phenyl-2,3-dihydroselenophene was also submitted to the thiol copper-catalyzed and Heck-type reactions giving the desired products under mild reaction conditions.
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