Access to Corrole-Appended Persubstituted Benzofurans by a Multicomponent Reaction: The Dual Role of p-Chloranil | Zendy

Agnieszka NowakKról | Zendy; Beata Koszarna | Zendy; Maciej Krzeszewski | Zendy; Trevor D. Lohrey | Zendy; John Arnold | Zendy; Daniel T. Gryko | Zendy

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Access to Corrole-Appended Persubstituted Benzofurans by a Multicomponent Reaction: The Dual Role of p-Chloranil

Author(s) -

Agnieszka NowakKról,

Beata Koszarna,

Maciej Krzeszewski,

Trevor D. Lohrey,

John Arnold,

Daniel T. Gryko

Publication year - 2020

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.0c03133

Subject(s) - corrole , chloranil , chemistry , benzofuran , reagent , photochemistry , aryl , propargyl , absorption (acoustics) , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , alkyl , physics , acoustics

A multicomponent reaction among dipyrranes, aryl-propargyl aldehydes, and p -chloranil leading to 10-(benzofuran-2-yl)corroles is described. p -Chloranil was identified as a crucial reagent playing a twofold role: an oxidant taking part in the formation of the corrole macrocycle and a component undergoing heteroannulation to the incipient 10-arylethynylcorrole. A series of corroles bearing persubstituted benzofuran-2-yl moieties have been synthesized, and their fundamental electronic properties have been studied via UV-vis absorption and fluorescence spectroscopies.

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