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Cascade Nitration/Cyclization of 1,7-Enynes with tBuONO and H2O: One-Pot Self-Assembly of Pyrrolo[4,3,2- de]quinolinones.
- Source :
- Angewandte Chemie International Edition; Aug2014, Vol. 53 Issue 34, p9017-9020, 4p
- Publication Year :
- 2014
-
Abstract
- Here we describe the one-pot construction of the pyrrolo[4,3,2-de]quinolinone scaffold by a cascade nitration/cyclization sequence of 1,7-enynes with tBuONO and H<subscript>2</subscript>O. The cascade proceeds through alkene nitration, 1,7-enyne 6- exo-trig cyclization, CH nitrations, and redox cyclization, and exhibits excellent functional group tolerance. The mechanism was investigated using in situ high-resolution mass spectrometry (HR-MS). [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 53
- Issue :
- 34
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 97461095
- Full Text :
- https://doi.org/10.1002/anie.201404192