EventsThe 24th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-24-08091
This submission belongs to the session A. General Organic Synthesis of the event The 24th International Electronic Conference on Synthetic Organic Chemistry
Published date
13 Nov, 2020
Citation
Mireia Toledano Pinedo, Beatriz Peñín del Río, Teresa Martínez del Campo, Pedro Almendros Requena, Zn-Catalyzed Direct Synthesis of 3-Iodo-1,3-dienes from α-Allenols, in Proceedings of The 24th International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2020, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-24-08091
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Zn-Catalyzed Direct Synthesis of 3-Iodo-1,3-dienes from α-Allenols

Mireia Toledano Pinedo 1
Beatriz Peñín del Río 2
Teresa Martínez del Campo 2
image
Pedro Almendros Requena 3
1. Grupo de Sistemas Insaturados y Heterociclos Bioactivos, Unidad Asociada al CSIC, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040-Madrid, Spain. Instituto de Química Orgánica General, IQOG-CSIC, J
2. Grupo de Lactamas y Heterociclos Bioactivos, Unidad Asociada al CSIC, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040-Madrid, Spain.
3. Instituto de Química Orgánica General, IQOG-CSIC, Juan de la Cierva 3, 28006-Madrid, Spain
Abstract

In recent years, the chemistry of allenes has attracted the attention of many chemists giving rise to numerous studies due to the presence of a cumulated diene in the structure of the compound. Therefore, these allenes have allowed to prepare a variety of compounds of chemical and biological interest.

On the other hand, 3-iodo-1,3-dienes are interesting species in organic chemistry because of its wide reactivity. They can undergo Diels-Alder cycloaddition, palladium-catalyzed cross-coupling reactions such as Stille, Negishi, Sonogashira and carbonylation, as well as solvolysis and metallation reactions.

We wish to report herein a new protocol that allows to obtain 3-iodo-1,3-dienes through a sustainable process starting from α-allenols. In this new synthetic route, zinc (II) derivatives are used as metallic promoter which are low cost and are also non-polluting species for the environment.

Keywords
Allenes
3-iodo-1,3-dienes
zinc
Manuscript
sciforum-036171.pdf
Oral Presentation
Presentation-Mireia Toledano Pinedo.pptx
Poster
Presentation-Mireia Toledano Pinedo.pdf
Presentation-Mireia Toledano Pinedo.pdf
Heterocyclic aldehydes based on thieno[3,2-b]thiophene core: synthesis and preliminary studies as ion optical chemosensors