Theoretical Prediction of a Base-Catalyzed Bicyclic Boulton−Katritzky Rearrangement
- 19 July 2001
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 66 (16) , 5444-5448
- https://doi.org/10.1021/jo010307w
Abstract
On the basis of quantum chemical calculations, the bicyclic Boulton−Katritzky rearrangement (BKR) has been classified as a pseudopericyclic reaction. Theoretical investigations extend the applicability of the BKR to classes of molecules other than those known from experiments.This publication has 26 references indexed in Scilit:
- A Theoretical and Experimental Study of the Molecular Rearrangement of 5-Methyl-4-nitrobenzofuroxanJournal of the American Chemical Society, 1999
- A Computational Study on the Reaction Mechanism of the Boulton−Katritzky RearrangementJournal of the American Chemical Society, 1998
- Pericyclic and Pseudopericyclic Thermal Cheletropic Decarbonylations: When Can a Pericyclic Reaction Have a Planar, Pseudopericyclic Transition State?1Journal of the American Chemical Society, 1997
- Heterocyclic Rearrangements of Benzofuroxans and Related CompoundsHETEROCYCLES, 1993
- MNDO Study of the Boulton–Katritzky RearrangementMendeleev Communications, 1992
- Intermolecular interactions from a natural bond orbital, donor-acceptor viewpointChemical Reviews, 1988
- Valenzisomerisierungsversuche an substituierten 2‐Phenyl‐4‐phenylazo‐benzotriazolen: Grenzen derBoulton‐Katritzky‐UmlagerungHelvetica Chimica Acta, 1978
- Heterocyclic rearrangements. Part XIV. Attempts to activate ring-opening–ring-closure rearrangements with carbon as the central atomJournal of the Chemical Society, Perkin Transactions 1, 1976
- Mononuclear isoheterocyclic rearrangements. Note I. Interconversion of 3‐benzoylamino‐5‐methyl‐1,2,4‐oxadiazole and 3‐acetylamino‐5‐phenyl‐1,2,4‐oxadiazoleJournal of Heterocyclic Chemistry, 1975
- A thermally degenerate [1,9] sigmatropic shiftJournal of the Chemical Society D: Chemical Communications, 1971