Additive-Driven Rhodium-Catalyzed [4+1]/[4+2] Annulations of N-Arylphthalazine-1,4-dione with α-Diazo Carbonyl Compounds

被引:40
作者
Karishma, Pidiyara [1 ]
Mahesha, Chikkagundagal K. [1 ]
Agarwal, Devesh S. [1 ]
Mandal, Sanjay K. [2 ]
Sakhuja, Rajeev [1 ]
机构
[1] Birla Inst Technol & Sci, Dept Chem, Pilani 333031, Rajasthan, India
[2] Indian Inst Sci Educ & Res Mohali, Dept Chem Sci, Sect 81,SAS Nagar,Manuali PO, Mohali 140306, Punjab, India
关键词
C-H ACTIVATION; INTERNAL ALKYNES; DIAZOCARBONYL COMPOUNDS; BIOLOGICAL EVALUATION; OXIDATIVE ANNULATION; IMIDAZO HETEROCYCLES; DERIVATIVES; ACCESS; FUNCTIONALIZATION; DESIGN;
D O I
10.1021/acs.joc.8b01630
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Rh(III)-catalyzed strategy involving the [4+1] annulation of 2-arylphthalazine-1,4-diones with alpha-diazo carbonyl compounds was developed, accessing a series of unprecedented hydroxy-dihydroindazolo-fused phthalazines in good to excellent yields. By varying the additive, phthalazino-fused cinnolines were synthesized under Rh-catalyzed conditions via [4+2] annulation between the same starting materials. Notably, such two strategies showed a good functional group tolerance and high atom efficiency.
引用
收藏
页码:11661 / 11673
页数:13
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