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A new general method for the generation of (alk-1-ynyl)halocarbenes by base solvolysis of 3-substituted 1,1,1,3-tetrahalopropanes

Konstantin Nikolaevich Shavrin ¹

Konstantin Nikolaevich Shavrin

Valentin Dmitrievich Gvozdev ¹

Valentin Dmitrievich Gvozdev

Oleg Matveevich Nefedov ¹

Oleg Matveevich Nefedov

¹ N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

10.1070/MC1997v007n04ABEH000760

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Published 1997-08-30

Communication , Volume 7, Issue 4, 144-145

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Shavrin K. N., Gvozdev V. D., Nefedov O. M. A new general method for the generation of (alk-1-ynyl)halocarbenes by base solvolysis of 3-substituted 1,1,1,3-tetrahalopropanes // Mendeleev Communications. 1997. Vol. 7. No. 4. pp. 144-145.

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TY - JOUR

DO - 10.1070/MC1997v007n04ABEH000760

UR - https://mendcomm.colab.ws/publications/10.1070/MC1997v007n04ABEH000760

TI - A new general method for the generation of (alk-1-ynyl)halocarbenes by base solvolysis of 3-substituted 1,1,1,3-tetrahalopropanes

T2 - Mendeleev Communications

AU - Shavrin, Konstantin Nikolaevich

AU - Gvozdev, Valentin Dmitrievich

AU - Nefedov, Oleg Matveevich

PY - 1997

DA - 1997/08/30

PB - Mendeleev Communications

SP - 144-145

IS - 4

VL - 7

ER -

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@article{1997_Shavrin,

author = {Konstantin Nikolaevich Shavrin and Valentin Dmitrievich Gvozdev and Oleg Matveevich Nefedov},

title = {A new general method for the generation of (alk-1-ynyl)halocarbenes by base solvolysis of 3-substituted 1,1,1,3-tetrahalopropanes},

journal = {Mendeleev Communications},

year = {1997},

volume = {7},

publisher = {Mendeleev Communications},

month = {Aug},

url = {https://mendcomm.colab.ws/publications/10.1070/MC1997v007n04ABEH000760},

number = {4},

pages = {144--145},

doi = {10.1070/MC1997v007n04ABEH000760}

}

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Shavrin, Konstantin Nikolaevich, et al. “A new general method for the generation of (alk-1-ynyl)halocarbenes by base solvolysis of 3-substituted 1,1,1,3-tetrahalopropanes.” Mendeleev Communications, vol. 7, no. 4, Aug. 1997, pp. 144-145. https://mendcomm.colab.ws/publications/10.1070/MC1997v007n04ABEH000760.

Abstract

The (alk-1-ynyl)halocarbenes 4 have been generated from 3-substituted 1,1,1,3-tetrahalopropanes 1 via elimination of three molecules of hydrogen halide by treatment with Bu^tOK or with alkali metal hydroxides under phase-transfer catalysis conditions and have been trapped by alkenes to form 1-(alk-1-ynyl)-1-halocyclopropanes 5 in 40–70% yields.