Direct Observation and Trapping of a Heterocyclic α‐Oxo Ketene: 3‐Carbonyl‐1,3‐dihydro‐1‐methyl‐2 H ‐indol‐2‐one | Zendy

Kappe Thomas | Zendy; Oliver Kappe C. | Zendy; Wentrup Curt | Zendy; Färber Gerald | Zendy

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Direct Observation and Trapping of a Heterocyclic α‐Oxo Ketene: 3‐Carbonyl‐1,3‐dihydro‐1‐methyl‐2 H ‐indol‐2‐one

Author(s) -

Kappe Thomas,

Oliver Kappe C.,

Wentrup Curt,

Färber Gerald

Publication year - 1993

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19931261026

Subject(s) - ketene , chemistry , flash vacuum pyrolysis , trapping , methanol , mass spectrometry , pyrolysis , photochemistry , photodissociation , matrix isolation , spectroscopy , medicinal chemistry , infrared spectroscopy , organic chemistry , chromatography , ecology , physics , biology , quantum mechanics

The title compound 8a was generated by both flash vacuum pyrolysis and matrix photolysis of diazoquinolone 7 and identified by Ar‐matrix IR spectroscopy and mass spectrometry. Trapping of the highly reactive α‐oxo ketene 8a with methanol leads to β‐keto ester 9 , whereas dimerization of 8a furnishes spiro compound 10 .

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