期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 3, 页码 2328-2338出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02467
关键词
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资金
- SERB, New Delhi [CRG/2020/002220]
- CSIR, New Delhi [02(351)/18/EMR-II]
- Department of Science and Technology under DST-FIST scheme [SR/FST/CSI-270/2015]
- CSIR, New Delhi
A Rh(III)-catalyzed dehydrogenative annulation and spirocyclization of 2-arylindoles and 2-(1H-pyrazol-1-yl)-1H-indole with maleimides has been developed, providing highly functionalized compounds. The reaction methodology has broad substrate scope, good functional group tolerance, and is simple and scalable. The annulated product of 2-(1H-pyrazol-1-yl)-1H-indole showed significant red-shift and high absorption and emission values compared to 2-phenylindole.
A Rh(III)-catalyzed dehydrogenative annulation and spirocyclization of 2-arylindoles and 2-(1H-pyrazol-1-yl)-1H-indole with maleimides is described. The cascade protocol provided highly functionalized benzo [a] pyrrolo[3,4-c]carbazole-1,3(2H,8H)-diones and spiro[isoindolo[2,1-a]indole-6,3'-pyrrolidine]-2',5'-diones in good to excellent. The developed reaction methodology exhibited broad substrate scope with good functional group tolerance and is operationally simple and scalable. Photophysical properties of the annulated products were investigated. The annulated product of 2-(1H-pyrazol-1-yl)-1H-indole showed high absorption and emission values with a large red-shift as compared to that of 2-phenylindole.
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