Oxidative cyclization of 5-aryl-1-benzyl-1,2,3-triazoles bearing electron-rich aromatic groups: ortho/ortho and ortho/ipso coupling

Autor:	Mastaneh Safarnejad Shad, S. S. Zhokhov, Victor B. Rybakov, Maksim А. Boichenko, Olga A. Ivanova, Konstantin V. Anisovich, Igor V. Truhskov, Wim Dehaen
Rok vydání:	2021
Předmět:	Coupling (electronics) Reaction conditions Oxidative cyclization chemistry.chemical_compound Chemistry Intramolecular force Aryl Organic Chemistry Oxidative coupling of methane Medicinal chemistry Boron trifluoride Adduct
Zdroj:	Chemistry of Heterocyclic Compounds. 57:817-822
ISSN:	1573-8353 0009-3122
Popis:	The intramolecular oxidative coupling of electron-rich aromatic groups in 5-(het)aryl-1-(het)arylalkyl-1 H -1,2,3-triazoles was studied in detail. Under treatment with phenyliodoso bis(trifluoroacetate) and boron trifluoride etherate these substrates afforded products of either ortho/ortho or ortho/ipso coupling depending on the nature of aromatic groups and reaction conditions applied. It was found that for substrates which are capable for both types of coupling, ortho-/ipso -adducts are formed under kinetic control while ortho-/ortho -products are formed under thermodynamic control. The developed procedures allow preparation of complex polycyclic azaheterocycles from simple precursors in two steps only.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5af1d58f322fa9c2417f1f116b93a125 https://doi.org/10.1007/s10593-021-02985-5 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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