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Base‐Promoted Direct Chalcogenylation of 2‐Naphthols
Author(s) -
Lima David B.,
Santos Pedro H. V.,
Fiori Priscila,
Badshah Gul,
Luz Eduardo Q.,
Seckler Diego,
Rampon Daniel S.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201903251
Subject(s) - context (archaeology) , chemistry , electrophile , combinatorial chemistry , base (topology) , ionic bonding , electrophilic substitution , organic chemistry , catalysis , ion , paleontology , mathematical analysis , mathematics , biology
The functionalisation of 2‐naphthols and their derivatives has much importance because of their potential pharmaceutical and materials applications. In this context, this work presents a fast, cheap, and efficient method for direct chalcogenylation at position C1 of 2‐naphthols promoted by simple bases. The mechanistic studies indicate an ionic mechanism, essentially an electrophilic aromatic substitution, with a key role played by atmospheric oxygen for regeneration of the diorganoyl dichalcogenides.