Methylcyclopropenone and Related Compounds<sup>1</sup>

Breslow, Ronald; Altman, Lawrence J.

doi:10.1021/ja00955a022

Cited by 70 publications

(19 citation statements)

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“…Thus a functionalized Cs synthon becomes accessible which has good nucleophilic and electrophilic properties. For this reason, ring closures with polar multiple bond'systems which proved difficult or impossible with the vinyllithium derivative ( 5 ) described previously[41 should proceed readily. This is confirmed by the following reactions.…”

Section: Facile Synthesis Of Functionally Substituted Cyclopentenonesmentioning

confidence: 99%

Facile Synthesis of Functionally Substituted Cyclopentenones and Butenolides from Functional Vinyl Carbanions

Schmidt

Talbiersky

1978

Angew. Chem. Int. Ed. Engl.

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CAS Registry numbers: (I), 6130-87-6; (Za), 6669-81-4; ( 2 b ) , 65651-89-0; ( 2 c ) , 65651-91-4; ( 2 d ) , 65651-92-5; ( 4 a ) , 65651-93-6; ( 4 b ) , 25286-68-4; ( 4 c ) , 65651-94-7; ( 4 d ) , 65651-95-8; ( 4 e ) , 65651-83-4; (I), R=CHs, Z=CN, 65651-84-5; (5), 65651-86-7; iodomethane, 74-88-4; methylium tetraphenylborate, 65701-71 -5; ethylium tetrafluoroborate, 65651-87-8; methyl trifluoromethanesulfonate, 333-27-7 Model Compounds for the Study of N2 Eliminations under the Influence of Electrophiles, Part 12. 3. Org. Chem. 35,960 (1970): cf. formation of 3,3-dialkyl-l-tosyltriazenes from 1,l-dialkylhydrazine anions and tosyl azide. E. uon Meyer, J. Prakt. Chem. 63, 173 (1901). The compounds prepared were characterized by analysis and spectroscopy.

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Section: Facile Synthesis Of Functionally Substituted Cyclopentenonesmentioning

confidence: 99%

Facile Synthesis of Functionally Substituted Cyclopentenones and Butenolides from Functional Vinyl Carbanions

Schmidt

Talbiersky

1978

Angew. Chem. Int. Ed. Engl.

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“…The long range l3C-H, couplings in benzene are JCCH = +1.0 Hz, (2124). I3C--H couplings were used to study structures of some small strained rings (269,1649,1373), and in thiazoles (2095, ,9096 acter in the X- 3' bond; no real evidence is found (1715,1718). In vinylene carbonate J C H , J c C H , and JHCCH all have the same sign (1346).…”

Section: H-f Coupling Both Geminal Andmentioning

confidence: 99%

Nuclear magnetic resonance spectrometry

Heeschen¹

1968

Anal. Chem.

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“…Although cyclopropenone itself is still synthetically elusive. such alkyl substituted cyclopropenones as monomethyl [2]. dimethyl [2].…”

Section: Introductionmentioning

confidence: 99%

“…such alkyl substituted cyclopropenones as monomethyl [2]. dimethyl [2]. din-propyl [3], di-n-butyl (3], and recently, di-t-butyl [4] cyclopropenones were prepared.…”

Section: Introductionmentioning

confidence: 99%