Cargando…

Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols

Benzylic/allylic alcohols are converted via site-selective C(sp(2))–C(sp(3)) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et(3)N in an operationally simple, one-pot process. Notably...

Descripción completa

Detalles Bibliográficos
Autores principales: Anugu, Raghunath Reddy, Falck, John R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9067586/
https://www.ncbi.nlm.nih.gov/pubmed/35655896
http://dx.doi.org/10.1039/d2sc00758d
_version_ 1784700038076694528
author Anugu, Raghunath Reddy
Falck, John R.
author_facet Anugu, Raghunath Reddy
Falck, John R.
author_sort Anugu, Raghunath Reddy
collection PubMed
description Benzylic/allylic alcohols are converted via site-selective C(sp(2))–C(sp(3)) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et(3)N in an operationally simple, one-pot process. Notably, cyclic benzylic/allylic alcohols undergo bis-functionalization with attendant increases in architectural complexity and step-economy.
format Online
Article
Text
id pubmed-9067586
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90675862022-06-01 Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols Anugu, Raghunath Reddy Falck, John R. Chem Sci Chemistry Benzylic/allylic alcohols are converted via site-selective C(sp(2))–C(sp(3)) cleavage to value-added nitrogenous motifs, viz., anilines and/or nitriles as well as N-heterocycles, utilizing commercial hydroxylamine-O-sulfonic acid (HOSA) and Et(3)N in an operationally simple, one-pot process. Notably, cyclic benzylic/allylic alcohols undergo bis-functionalization with attendant increases in architectural complexity and step-economy. The Royal Society of Chemistry 2022-04-05 /pmc/articles/PMC9067586/ /pubmed/35655896 http://dx.doi.org/10.1039/d2sc00758d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Anugu, Raghunath Reddy
Falck, John R.
Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
title Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
title_full Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
title_fullStr Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
title_full_unstemmed Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
title_short Site-selective amination and/or nitrilation via metal-free C(sp(2))–C(sp(3)) cleavage of benzylic and allylic alcohols
title_sort site-selective amination and/or nitrilation via metal-free c(sp(2))–c(sp(3)) cleavage of benzylic and allylic alcohols
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9067586/
https://www.ncbi.nlm.nih.gov/pubmed/35655896
http://dx.doi.org/10.1039/d2sc00758d
work_keys_str_mv AT anuguraghunathreddy siteselectiveaminationandornitrilationviametalfreecsp2csp3cleavageofbenzylicandallylicalcohols
AT falckjohnr siteselectiveaminationandornitrilationviametalfreecsp2csp3cleavageofbenzylicandallylicalcohols