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Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide

Robert Maksimovich Shevalev 1
Robert Maksimovich Shevalev
, 
Petr Aleksandrovich Zhmurov 1
Petr Aleksandrovich Zhmurov
, 
Dmitry Viktorovich Dar’in 1
Dmitry Viktorovich Dar’in
, 
Mikhail Yur'evich Krasavin 1
Mikhail Yur'evich Krasavin
10.1016/j.mencom.2020.05.037
Published 2020-04-30
Communication , Volume 30, Issue 3, 372-373
3
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Shevalev R. M. et al. Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 372-373.
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Shevalev R. M., Zhmurov P. A., Dar’in D. V., Krasavin M. Y. Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 372-373.
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TY - JOUR
DO - 10.1016/j.mencom.2020.05.037
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.037
TI - Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide
T2 - Mendeleev Communications
AU - Shevalev, Robert Maksimovich
AU - Zhmurov, Petr Aleksandrovich
AU - Dar’in, Dmitry Viktorovich
AU - Krasavin, Mikhail Yur'evich
PY - 2020
DA - 2020/04/30
PB - Mendeleev Communications
SP - 372-373
IS - 3
VL - 30
ER -
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@article{2020_Shevalev,
author = {Robert Maksimovich Shevalev and Petr Aleksandrovich Zhmurov and Dmitry Viktorovich Dar’in and Mikhail Yur'evich Krasavin},
title = {Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.037},
number = {3},
pages = {372--373},
doi = {10.1016/j.mencom.2020.05.037}
}
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Shevalev, Robert Maksimovich, et al. “Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide.” Mendeleev Communications, vol. 30, no. 3, Apr. 2020, pp. 372-373. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.037.

Keywords

in situ generation
active methylene compounds
aqueous medium
diazo transfer
mesyl azide
sulfonyl azides

Abstract

Mesyl azide generated in situ in aqueous medium converted a range of active methylene substrates into the corresponding diazo compounds in good yields and high purity with no need for chromatographic purification. The products thus obtained are suitable for the subsequent RhII-catalyzed O–H insertions with no need for chromatography in the interim.

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