The duality in the cycloadditions of F-dimethylketene with cyclopropenones. A novel synthesis of unsymmetrical triafulvenes

I. Agranat; S. Cohen; E. Aharon-Shalom; E. D. Bergmann

doi:10.1016/0040-4020(75)85051-4

The duality in the cycloadditions of F-dimethylketene with cyclopropenones. A novel synthesis of unsymmetrical triafulvenes

I. Agranat^*, S. Cohen, E. Aharon-Shalom, E. D. Bergmann

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

The reaction of F-dimethylketene 3 and diphenylcyclopropenone 7 in benzene solution affords 4-fluorocarbonyl-4-trifluoromethyl-1,2-diphenyltriafulvene 10. A mechanism of the cycloaddition through the intermediates F-methacryloyl fluoride 11 and the oxetane 12 is suggested. A contribution of the dipolar structure 10a is indicated. The cycloaddition of 3 and cyclopropenones constitutes a synthetic route to both symmetrical and unsymmetrical triafulvenes.

Original language	English
Pages (from-to)	1163-1165
Number of pages	3
Journal	Tetrahedron
Volume	31
Issue number	9
DOIs	https://doi.org/10.1016/0040-4020(75)85051-4
State	Published - 1975

Access to Document

10.1016/0040-4020(75)85051-4

Cite this

@article{c55821f3ef19426085c92c751786ccc7,

title = "The duality in the cycloadditions of F-dimethylketene with cyclopropenones. A novel synthesis of unsymmetrical triafulvenes",

abstract = "The reaction of F-dimethylketene 3 and diphenylcyclopropenone 7 in benzene solution affords 4-fluorocarbonyl-4-trifluoromethyl-1,2-diphenyltriafulvene 10. A mechanism of the cycloaddition through the intermediates F-methacryloyl fluoride 11 and the oxetane 12 is suggested. A contribution of the dipolar structure 10a is indicated. The cycloaddition of 3 and cyclopropenones constitutes a synthetic route to both symmetrical and unsymmetrical triafulvenes.",

author = "I. Agranat and S. Cohen and E. Aharon-Shalom and Bergmann, {E. D.}",

year = "1975",

doi = "10.1016/0040-4020(75)85051-4",

language = "אנגלית",

volume = "31",

pages = "1163--1165",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

number = "9",

}

TY - JOUR

T1 - The duality in the cycloadditions of F-dimethylketene with cyclopropenones. A novel synthesis of unsymmetrical triafulvenes

AU - Agranat, I.

AU - Cohen, S.

AU - Aharon-Shalom, E.

AU - Bergmann, E. D.

PY - 1975

Y1 - 1975

N2 - The reaction of F-dimethylketene 3 and diphenylcyclopropenone 7 in benzene solution affords 4-fluorocarbonyl-4-trifluoromethyl-1,2-diphenyltriafulvene 10. A mechanism of the cycloaddition through the intermediates F-methacryloyl fluoride 11 and the oxetane 12 is suggested. A contribution of the dipolar structure 10a is indicated. The cycloaddition of 3 and cyclopropenones constitutes a synthetic route to both symmetrical and unsymmetrical triafulvenes.

AB - The reaction of F-dimethylketene 3 and diphenylcyclopropenone 7 in benzene solution affords 4-fluorocarbonyl-4-trifluoromethyl-1,2-diphenyltriafulvene 10. A mechanism of the cycloaddition through the intermediates F-methacryloyl fluoride 11 and the oxetane 12 is suggested. A contribution of the dipolar structure 10a is indicated. The cycloaddition of 3 and cyclopropenones constitutes a synthetic route to both symmetrical and unsymmetrical triafulvenes.

UR - http://www.scopus.com/inward/record.url?scp=49549147952&partnerID=8YFLogxK

U2 - 10.1016/0040-4020(75)85051-4

DO - 10.1016/0040-4020(75)85051-4

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:49549147952

SN - 0040-4020

VL - 31

SP - 1163

EP - 1165

JO - Tetrahedron

JF - Tetrahedron

IS - 9

ER -

The duality in the cycloadditions of F-dimethylketene with cyclopropenones. A novel synthesis of unsymmetrical triafulvenes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this