Copper-Catalyzed Aerobic Oxidative Ring Expansion of Isatins: A Facile Entry to Isoquinolino-Fused Quinazolinones
Dahan Wang
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
Search for more papers by this authorCorresponding Author
Fuhong Xiao
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
E-mail: [email protected], [email protected]Search for more papers by this authorFeng Zhang
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
School of Chemistry and Materials Science, Hunan Agricultural University, Changsha, Hunan, 410128 China
Search for more papers by this authorHuawen Huang
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
Search for more papers by this authorCorresponding Author
Guo-Jun Deng
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
E-mail: [email protected], [email protected]Search for more papers by this authorDahan Wang
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
Search for more papers by this authorCorresponding Author
Fuhong Xiao
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
E-mail: [email protected], [email protected]Search for more papers by this authorFeng Zhang
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
School of Chemistry and Materials Science, Hunan Agricultural University, Changsha, Hunan, 410128 China
Search for more papers by this authorHuawen Huang
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
Search for more papers by this authorCorresponding Author
Guo-Jun Deng
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105 China
E-mail: [email protected], [email protected]Search for more papers by this authorAbstract
A copper-catalyzed aerobic oxidative ring expansion reaction of isatins with 1,2,3,4-tetrahydroisoquinoline for the synthesis of tetracyclic quinazolinones has been developed. This reaction is performed smoothly under simple conditions to give the corresponding products in moderate to good yields with good functional group tolerance. The capacity of the resultant 5H-isoquinolino[1,2-b]quinazolin-8(6H)-one for a range of palladium-catalyzed directing C—H activation has been further demonstrated, thus giving a broader access to diverse tetracyclic quinazolinones.
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