One-step conversion of ketones to conjugated acids using bromoform

Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of ,-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conjugated acids were obtained from cyclic or aromatic ketones, whereas bromo acids were obtained from 4-oxo-piperidine-1- carboxylic acid ethyl ester (13) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (14).

Keywords:

,-unsaturated carboxylic acids / Bromoform / phase-transfer-catalyzed reaction

Source:
Synthetic Communications, 2009, 39, 8, 1457-1471

Funding / projects:

DOI: 10.1080/00397910802531955

ISSN: 0039-7911

WoS: 000264343400014

Scopus: 2-s2.0-67650257390

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	14

TY  - JOUR
AU  - Vitnik, Vesna
AU  - Ivanović, Milovan D.
AU  - Vitnik, Željko
AU  - Đorđević, Jelena B.
AU  - Žižak, Željko
AU  - Juranić, Zorica
AU  - Juranić, Ivan
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/576
AB  - Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of ,-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conjugated acids were obtained from cyclic or aromatic ketones, whereas bromo acids were obtained from 4-oxo-piperidine-1- carboxylic acid ethyl ester (13) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (14).
T2  - Synthetic Communications
T1  - One-step conversion of ketones to conjugated acids using bromoform
VL  - 39
IS  - 8
SP  - 1457
EP  - 1471
DO  - 10.1080/00397910802531955
ER  -

@article{
author = "Vitnik, Vesna and Ivanović, Milovan D. and Vitnik, Željko and Đorđević, Jelena B. and Žižak, Željko and Juranić, Zorica and Juranić, Ivan",
year = "2009",
abstract = "Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of ,-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conjugated acids were obtained from cyclic or aromatic ketones, whereas bromo acids were obtained from 4-oxo-piperidine-1- carboxylic acid ethyl ester (13) and 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (14).",
journal = "Synthetic Communications",
title = "One-step conversion of ketones to conjugated acids using bromoform",
volume = "39",
number = "8",
pages = "1457-1471",
doi = "10.1080/00397910802531955"
}

Vitnik, V., Ivanović, M. D., Vitnik, Ž., Đorđević, J. B., Žižak, Ž., Juranić, Z.,& Juranić, I.. (2009). One-step conversion of ketones to conjugated acids using bromoform. in Synthetic Communications, 39(8), 1457-1471.
https://doi.org/10.1080/00397910802531955

Vitnik V, Ivanović MD, Vitnik Ž, Đorđević JB, Žižak Ž, Juranić Z, Juranić I. One-step conversion of ketones to conjugated acids using bromoform. in Synthetic Communications. 2009;39(8):1457-1471.
doi:10.1080/00397910802531955 .

Vitnik, Vesna, Ivanović, Milovan D., Vitnik, Željko, Đorđević, Jelena B., Žižak, Željko, Juranić, Zorica, Juranić, Ivan, "One-step conversion of ketones to conjugated acids using bromoform" in Synthetic Communications, 39, no. 8 (2009):1457-1471,
https://doi.org/10.1080/00397910802531955 . .