Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 24, Pages 5587-5595Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201901019
Keywords
2-Arylquinazolinones; Maleimides; C-H activation; Spirocyclization; Rhodium(III)
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Funding
- National Research Foundation of Korea (NRF) - Korean government (MSIT) [2018R1A2B2004432]
- Priority Research Centers Program [2014R1A6A1031189]
- Korean Ministry of Education, Science and Technology [2012M3A7B4049675]
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Rh(III)-catalyzed cascade oxidative annulation of 2-arylquinazolinones with various maleimides to afford spiroisoindoloquinazolinones bearing pyrrolidinediones is described. Sequential ortho C-H functionalization and spirocyclization via aza-Michael addition result in the formation of both C-C and C-N bonds in a single operation. This atom- and step-economic strategy provides an efficient and novel approach for the syntheses of diverse polyheterocycles bearing pyrrolidinediones, starting from 2-heteroarylquinazolinones and 5-arylpyrazolopyrimidinones, in good to excellent yields.
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