Son Jeong-Yu, Kim Jonghye, Han Sang Hoon, Kim Sung Hong, Lee Phil Ho
Department of Chemistry, Kangwon National University , Chuncheon 24341, Republic of Korea.
Analysis Research Division Daegu Center, Korea Basic Science Institute , Daegu 41566, Republic of Korea.
Org Lett. 2016 Oct 21;18(20):5408-5411. doi: 10.1021/acs.orglett.6b02805. Epub 2016 Oct 10.
A method for the regioselective synthesis of a wide range of dihydrothiophenes was developed from the rhodium-catalyzed transannulation of 1,2,3-thiadiazoles with aliphatic, aromatic, and heteroaromatic alkenes. Tandem rhodium-catalyzed transannulation of 1,2,3-thiadiazoles with alkenes followed by 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation was also demonstrated for the one-pot regioselective synthesis of various thiophenes. Advantages of the present method include a broad substrate scope, wide functional group compatibility, and high regioselectivity.
一种从铑催化的1,2,3 -噻二唑与脂肪族、芳香族和杂芳香族烯烃的环化反应中开发的区域选择性合成多种二氢噻吩的方法。还展示了铑催化的1,2,3 -噻二唑与烯烃的串联环化反应，随后用2,3 -二氯 - 5,6 -二氰基 - 1,4 -苯醌（DDQ）氧化，用于一锅法区域选择性合成各种噻吩。本方法的优点包括底物范围广、官能团兼容性好和区域选择性高。
