PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]

A fast selenylative spirocyclization of indolyl ynones mediated by PIFA has been developed. This transformation was enabled by the reactive RSeOCOCF(3) species generated in situ from diselenides with PIFA, involving an electrophilic dearomative cascade cyclization. This protocol provides a facile an...

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Detalles Bibliográficos
Autores principales: Chen, Zhichao, Li, Jingjing, Weng, Wenting, Xie, Xiaolan, Lei, Jian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9549584/
https://www.ncbi.nlm.nih.gov/pubmed/36320507
http://dx.doi.org/10.1039/d2ra05387j
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author Chen, Zhichao
Li, Jingjing
Weng, Wenting
Xie, Xiaolan
Lei, Jian
author_facet Chen, Zhichao
Li, Jingjing
Weng, Wenting
Xie, Xiaolan
Lei, Jian
author_sort Chen, Zhichao
collection PubMed
description A fast selenylative spirocyclization of indolyl ynones mediated by PIFA has been developed. This transformation was enabled by the reactive RSeOCOCF(3) species generated in situ from diselenides with PIFA, involving an electrophilic dearomative cascade cyclization. This protocol provides a facile and efficient method for the synthesis of selenated spiro[cyclopentenone-1,3′-indoles] and tolerates broad functional groups.
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spelling pubmed-95495842022-10-31 PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles] Chen, Zhichao Li, Jingjing Weng, Wenting Xie, Xiaolan Lei, Jian RSC Adv Chemistry A fast selenylative spirocyclization of indolyl ynones mediated by PIFA has been developed. This transformation was enabled by the reactive RSeOCOCF(3) species generated in situ from diselenides with PIFA, involving an electrophilic dearomative cascade cyclization. This protocol provides a facile and efficient method for the synthesis of selenated spiro[cyclopentenone-1,3′-indoles] and tolerates broad functional groups. The Royal Society of Chemistry 2022-10-10 /pmc/articles/PMC9549584/ /pubmed/36320507 http://dx.doi.org/10.1039/d2ra05387j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Chen, Zhichao
Li, Jingjing
Weng, Wenting
Xie, Xiaolan
Lei, Jian
PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
title PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
title_full PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
title_fullStr PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
title_full_unstemmed PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
title_short PIFA-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
title_sort pifa-mediated selenylative spirocyclization of indolyl ynones: facile access to selenated spiro[cyclopentenone-1,3′-indoles]
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9549584/
https://www.ncbi.nlm.nih.gov/pubmed/36320507
http://dx.doi.org/10.1039/d2ra05387j
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