2-Pyridylnitrene and 3-Pyridazylcarbene and Their Relationship via Ring-Expansion, Ring-Opening, Ring-Contraction, and Fragmentation
نویسندگان
چکیده
منابع مشابه
2-Pyridylnitrene and 3-pyridazylcarbene and their relationship via ring-expansion, ring-opening, ring-contraction, and fragmentation.
Photolysis of triazolo[1,5-b]pyridazine 8 isolated in Ar matrix generates diazomethylpyridazines 9Z and 9E and diazopentenynes 11Z and 11E as detected by IR spectroscopy. ESR spectroscopy detected the 3-pydidazylcarbene 10 as well as pent-2-en-3-yn-1-ylidene 12 formed by loss of one and two molecules of N(2), respectively. Further photolysis caused rearrangement of the carbenes to 1,2-pentadien...
متن کامل3-Pyridylnitrene, 2- and 4-pyrimidinylcarbenes, 3-quinolylnitrenes, and 4-quinazolinylcarbenes. Interconversion, ring expansion to diazacycloheptatetraenes, ring opening to nitrile ylides, and ring contraction to cyanopyrroles and cyanoindoles
Precursors of 3-pyridylnitrene and 2- and 4-pyrimidinylcarbenes all afford mixtures of 2- and 3-cyanopyrroles on flash vacuum thermolysis, but 3-cyanopyrroles are the first-formed products. 3-Quinolylnitrenes and 4-quinazolinylcarbenes similarly afford 3-cyanoindoles. 2-Pyrimidinylcarbenes rearrange to 3-pyridylnitrenes, but 4-pyrimidinylcarbenes and 4-quinazolinylcarbenes do not necessarily re...
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A general approach to 6-phenylthio-substituted 2,3,4,5-tetrahydro-1H-1,3-diazepin-2-ones based on the ring expansion reaction of 1,2,3,4-tetrahydropyrimidin-2-ones under the action of nucleophiles has been developed. The first step of the synthesis was preparation of N-[(2-benzoyloxy-1-tosyl)ethyl]urea by three-component condensation of 2-benzoyloxyethanal, urea and p-toluenesulfinic acid. Nucl...
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Electrophilic ring opening of spiro-cyclopropanecarboxylated sugars followed by reaction with DBU revealed interesting ring-contraction and ring-expansion reactions depending on the substrate and the kind of hydroxyl protective group present adjacent to the spiro center. A stereoselective method for accessing a new class of carbon chain extended keto-furanoses and C-glycosylated bicyclic compou...
متن کاملSynthesis of Polysiloxanes In Microemulsion Via ring opening of D4
Polydimethylsiloxane (PDMS) has been synthesized by ring-opening polymerization of octamethylcyclotetrasiloxane (D4) in microemulsion with acidic catalyst. The structure and properties of microemulsion were characterized by Transmission Electron Microscopy (TEM), Fourier Transform Infrared Spectroscopy (FT-IR), Photo Correlation Spectroscopy (PCS). The effect of the variation in pH value, amoun...
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ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2010
ISSN: 0022-3263,1520-6904
DOI: 10.1021/jo902570d