Cargando…

Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds

[Image: see text] An efficient [4 + 1] annulation reaction between in situ generated azoalkene intermediates and α-bromocarbonyls has been established. A series of skeletally diverse aza-heterocycles with a functionalized quaternary center were obtained in up to 89% yield under mild conditions.

Detalles Bibliográficos
Autores principales: Zhang, Xiaoke, Wang, Haibo, Li, Ziwei, Shu, Yan, Gan, Song, Zhang, Xuefang, Shao, Huawu, Wang, Chaoyong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9670695/
https://www.ncbi.nlm.nih.gov/pubmed/36406503
http://dx.doi.org/10.1021/acsomega.2c04127
_version_ 1784832386982215680
author Zhang, Xiaoke
Wang, Haibo
Li, Ziwei
Shu, Yan
Gan, Song
Zhang, Xuefang
Shao, Huawu
Wang, Chaoyong
author_facet Zhang, Xiaoke
Wang, Haibo
Li, Ziwei
Shu, Yan
Gan, Song
Zhang, Xuefang
Shao, Huawu
Wang, Chaoyong
author_sort Zhang, Xiaoke
collection PubMed
description [Image: see text] An efficient [4 + 1] annulation reaction between in situ generated azoalkene intermediates and α-bromocarbonyls has been established. A series of skeletally diverse aza-heterocycles with a functionalized quaternary center were obtained in up to 89% yield under mild conditions.
format Online
Article
Text
id pubmed-9670695
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-96706952022-11-18 Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds Zhang, Xiaoke Wang, Haibo Li, Ziwei Shu, Yan Gan, Song Zhang, Xuefang Shao, Huawu Wang, Chaoyong ACS Omega [Image: see text] An efficient [4 + 1] annulation reaction between in situ generated azoalkene intermediates and α-bromocarbonyls has been established. A series of skeletally diverse aza-heterocycles with a functionalized quaternary center were obtained in up to 89% yield under mild conditions. American Chemical Society 2022-11-01 /pmc/articles/PMC9670695/ /pubmed/36406503 http://dx.doi.org/10.1021/acsomega.2c04127 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Zhang, Xiaoke
Wang, Haibo
Li, Ziwei
Shu, Yan
Gan, Song
Zhang, Xuefang
Shao, Huawu
Wang, Chaoyong
Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds
title Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds
title_full Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds
title_fullStr Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds
title_full_unstemmed Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds
title_short Chemodivergent Synthesis of Aza-Heterocycles with a Quarternary Carbon Center via [4 + 1] Annulation between Azoalkenes and α-Bromo Carbonyl Compounds
title_sort chemodivergent synthesis of aza-heterocycles with a quarternary carbon center via [4 + 1] annulation between azoalkenes and α-bromo carbonyl compounds
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9670695/
https://www.ncbi.nlm.nih.gov/pubmed/36406503
http://dx.doi.org/10.1021/acsomega.2c04127
work_keys_str_mv AT zhangxiaoke chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT wanghaibo chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT liziwei chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT shuyan chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT gansong chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT zhangxuefang chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT shaohuawu chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds
AT wangchaoyong chemodivergentsynthesisofazaheterocycleswithaquarternarycarboncentervia41annulationbetweenazoalkenesandabromocarbonylcompounds