文献类型：期刊文献

英文题名：Organic Photoredox Catalysis for Pschorr Reaction: A Metal-Free and Mild Approach to 6H-Benzo[c]chromenes

作者：He, Jing-Yao[1];Bai, Qi-Fan[1];Jin, Chengan[1];Feng, Gaofeng[1]

机构：[1]Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China

年份：2018

卷号：29

期号：17

起止页码：2311

外文期刊名：SYNLETT

收录：SCI-EXPANDED(收录号：WOS:000446716600017)、、WOS、CCR-EXPANDED(收录号：WOS:000446716600017)

基金：Financial support from the National Natural Science Foundation of China (NO 21302130 and 21676166) and the Science Technology Department of Zhejiang Province (NO 2014C31141) are acknowledged with thanks.

语种：英文

外文关键词：organic photoredox catalysis; Pschorr reaction; diazonium salts; benzochromenes; C-H bond functionalization

外文摘要：An expedient organic photoredox Pschorr reaction has been developed that opens up a synthetic route to 6 H -benzo[ c ]chromenes. The process can be performed under mild conditions by using eosin Y as a photoredox catalyst and acetonitrile as the solvent. The diazonium salts can be either preformed or generated in situ from the corresponding amines with t -BuONO. The process is amenable to gram-sale synthesis of 6 H -benzo[ c ]chromenes, which can be further transformed into both 6 H -benzo[ c ]chromen-6-ones through oxidation or to 6 H -benzo[ c ]chromen-6-amine through sp (3) C-H bond amination. The protocol provides an attractive route for the synthesis of a library of 6 H -benzo[ c ]chromes.