標題: Bromoallylation of Alkenes Leading to 4-Alkenyl Bromides Based on Trapping of beta-Bromoalkyl Radicals
作者: Kippo, Takashi
Hamaoka, Kanako
Ueda, Mitsuhiro
Fukuyama, Takahide
Ryu, Ilhyong
應用化學系
Department of Applied Chemistry
公開日期: 6-Oct-2017
摘要: A radical-chain addition of allyl bromides to aryl alkenes, vinyl ester, and vinyl phthalimide was studied in which elusive beta-bromodkyl radicals were trapped efficiently to give 5-bromo-1-pentenes in good to high yields (16 examples). A subsequent carbonylative radical cyclization with AIBN/Bu3SnH/CO was successful in giving the corresponding 3,5-disubstituted cyclohexanone derivatives in moderate yields. Synthesis of a piperidine ring was also successful by subsequent reaction with primary amine.
URI: http://dx.doi.org/10.1021/acs.orglett.7b02471
http://hdl.handle.net/11536/143913
ISSN: 1523-7060
DOI: 10.1021/acs.orglett.7b02471
期刊: ORGANIC LETTERS
Volume: 19
起始頁: 5198
結束頁: 5200
Appears in Collections:Articles