Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 4, Pages 801-806Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201901286
Keywords
palladium; carbenylative amination; N-ylide; diazo compound; spirooxindole
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Funding
- DST-SERB [EMR/2016/003677]
- CSIR, New Delhi
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A diastereoselective palladium catalyzed carbenylative amination of ortho-vinylaniline with 3-diazoindolines-2-one have been accomplished for the synthesis of various tetrasubstituted indoline fused spirooxindole with good yields and diastereoselectivity. Notable features of the method include construction of two contiguous tetrasubstituted carbon stereocenters via C-N and C-C bond formation in single operation, wide functional group tolerance and high atom and step economy. Importantly, the present reaction was also extended to one-pot conversion of tosylhydrazones and ortho-vinylanilines to spirooxindole derivatives.
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