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Synthesis of α-methylene-β,γ-diphenyl-γ-butyrolactone using cobaloxime-catalysed radical cyclisation

Khalil Tabatabaeian ¹

Khalil Tabatabaeian

Manouchehr Mamaghani ¹

Manouchehr Mamaghani

Ali Ghanadzadeh ¹

Ali Ghanadzadeh

Ali Riahi ¹

Ali Riahi

¹ Department of Chemistry, University of Guilan, Rasht, Iran

10.1070/MC2006v016n01ABEH002082

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Published 2006-01-31

Communication , Volume 16, Issue 1, 33-34

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Tabatabaeian K. et al. Synthesis of α-methylene-β,γ-diphenyl-γ-butyrolactone using cobaloxime-catalysed radical cyclisation // Mendeleev Communications. 2006. Vol. 16. No. 1. pp. 33-34.

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Tabatabaeian K., Mamaghani M., Ghanadzadeh A., Riahi A. Synthesis of α-methylene-β,γ-diphenyl-γ-butyrolactone using cobaloxime-catalysed radical cyclisation // Mendeleev Communications. 2006. Vol. 16. No. 1. pp. 33-34.

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TY - JOUR

DO - 10.1070/MC2006v016n01ABEH002082

UR - https://mendcomm.colab.ws/publications/10.1070/MC2006v016n01ABEH002082

TI - Synthesis of α-methylene-β,γ-diphenyl-γ-butyrolactone using cobaloxime-catalysed radical cyclisation

T2 - Mendeleev Communications

AU - Tabatabaeian, Khalil

AU - Mamaghani, Manouchehr

AU - Ghanadzadeh, Ali

AU - Riahi, Ali

PY - 2006

DA - 2006/01/31

PB - Mendeleev Communications

SP - 33-34

IS - 1

VL - 16

ER -

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@article{2006_Tabatabaeian,

author = {Khalil Tabatabaeian and Manouchehr Mamaghani and Ali Ghanadzadeh and Ali Riahi},

title = {Synthesis of α-methylene-β,γ-diphenyl-γ-butyrolactone using cobaloxime-catalysed radical cyclisation},

journal = {Mendeleev Communications},

year = {2006},

volume = {16},

publisher = {Mendeleev Communications},

month = {Jan},

url = {https://mendcomm.colab.ws/publications/10.1070/MC2006v016n01ABEH002082},

number = {1},

pages = {33--34},

doi = {10.1070/MC2006v016n01ABEH002082}

}

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Tabatabaeian, Khalil, et al. “Synthesis of α-methylene-β,γ-diphenyl-γ-butyrolactone using cobaloxime-catalysed radical cyclisation.” Mendeleev Communications, vol. 16, no. 1, Jan. 2006, pp. 33-34. https://mendcomm.colab.ws/publications/10.1070/MC2006v016n01ABEH002082.

Abstract

α-Methylene-β,γ-diphenyl-γ-butyrolactone was synthesised by the bromoprop-2-yn-1-yloxylation of stilbene 1. Cobaloxime-catalysed radical cyclisation of the resulting 1-bromo-1,2-diphenylethylprop-2-yn-1-yl ether 2 gave 2,3-diphenyl-4-methylene-tetrahydrofuran 3; oxidation of the latter with chromium trioxide in the presence of pyridine afforded target product 4 in a total yield of 25%.