Copper-CatalyzedRitter-Type Reaction of Unactivated Alkenes with Dichloramine-T

Autor:	Minoru Ishikura, Takumi Abe, Koji Yamada, Yoshihisa Miwa, Hiroyuki Takeda, Reiko Yanada
Rok vydání:	2010
Předmět:	Organic Chemistry Cyclohexene Biochemistry Dichloramine-T Medicinal chemistry Catalysis Ion Inorganic Chemistry Amidine chemistry.chemical_compound chemistry Yield (chemistry) Drug Discovery Organic chemistry Physical and Theoretical Chemistry Acetonitrile Acetamide
Zdroj:	Helvetica Chimica Acta. 93:233-241
ISSN:	1522-2675 0018-019X
Popis:	It was shown that dichloramine-T (1) reacted with cyclohexene in acetonitrile to give N1-(2-chlorocyclohexyl) amidine 2a and N-(2-chlorocyclohexyl)acetamide (3) via the competitive addition of acetonitrile and N-chloro-N-tosylamino anion to cyclohexenechloronium ion. This reaction can be catalyzed by Cu(OAc)2, primarily affording 2a. Furthermore, the resulting 2a can be cyclized to benzimidazol 14a in good yield by treating with KOH in dioxane.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3a91055ffbb9c696fca9f31cf369b9c1 https://doi.org/10.1002/hlca.200900214 Zobrazit plný text záznamu Plný text