Cascade Radical Pathway-Enabled Nitrogen-Sulfur Coupling: Access to Isothiazolo[3,4-b]-meso-tetraarylporphyrins.
J Org Chem
; 89(12): 8610-8619, 2024 Jun 21.
Article
in En
| MEDLINE
| ID: mdl-38819088
ABSTRACT
A catalyst-free radical-mediated domino strategy for the construction of isothiazolo[3,4-b]-meso-tetraarylporphyrins was developed. During the course of the reaction, 2-benzothioylamino-3-thioformyl-meso-tetraarylporphyrins generated in situ after the addition of Lawesson's reagent to a solution of 2-benzoylamino-3-formyl-meso-tetraarylporphyrins in refluxing toluene underwent a homolytic cleavage to produce nitrogen-sulfur radicals. Subsequently, the formation of a new N-S bond through an intramolecular cascade radical coupling provided direct access to novel ß-isothiazole-fused porphyrins.
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01-internacional
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MEDLINE
Language:
En
Journal:
J Org Chem
Year:
2024
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Article
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