Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 7, Pages 1130-1135Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201501071
Keywords
1-pyrroline; 2,3-dihydro-1H-pyrrolo[2,1-a]isoquinolinium salt; cascade reaction; cyclobutanecarboxamide; rearrangement; ring expansion
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Funding
- NSFC [81330075, 21172202, 21201152]
- Zhengzhou University [1421316040]
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Treatment of cyclobutanecarboxamide with bis(trifluoroacetoxy)iodobenzene, PhI(O-COCF3)(2), resulted in the formation of 1-pyrroline via Hofmann rearrangement of the former followed by in situ ring expansion reaction of the cyclobutylamine intermediate. Further elaboration of this methodology to the synthesis of 2,3-dihydro-1H-pyrrolo[2,1-a]isoquinolinium salts has also been described.
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