European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown
Published: Oct. 16, 2024
Abstract A family of N , N′ ‐diaryl‐ N′′ ‐(pyridine‐2‐ylmethyl)guanidines ( B ) were prepared in 70 %–92 % yields and subjected to palladium(0) catalyzed aminocarbonylation reactions with aryl iodides using CsOH/CHCl 3 mixture as CO surrogate afford the corresponding ‐aroylguanidines C %–93 yields. gram scale synthesis was reported for a representative example. When aforementioned reaction carried out 2‐iodoaniline an electrophile, either two distinct 2‐aminoquinazolinones D E or one these are formed. The scope guanidines explored both above‐mentioned reactions. role directing group substrates upon successful guanidines, is outlined. pair ‐aroylguanidines, PhI(OAc) 2 afforded 2‐aminobenzimidazoles, T unanticipated core. Plausible mechanisms formation
Language: Английский