Metallfreie Anellierung von Arenen mit 2‐Aminopyridin‐Derivaten: die Methylgruppe als spurlose nichtchelatisierende dirigierende Gruppe

Abstract

Eine neue Anellierungsreaktion zwischen 2-Aminopyridin-Derivaten und Arenen unter metallfreien Bedingungen wurde beschrieben. Die intermolekulare Transformation ermçglicht den unkomplizierten Zugang zu dem wichtigen Pyrido[1,2-a]benzimidazol-Gerüst unter milden Reaktionsbedingungen. Über die beispiellose Anwendung der Methylgruppe von Methylbenzolen als spurlose nichtchelatisierende und hoch regiodirigierende Gruppe wird berichtet.

O2‐mediated dehydrogenative amination of phenols

“…Such a reaction is desirable since it would be highly practical from a synthetic viewpoint and also sustainable, provided that O 2 can be utilized as sole terminal oxidant. [7] In the course of our recent research efforts in the field of reactions for the formation of CÀN bonds, a strategic connectivity in organic synthesis, [8][9][10] we have turned our attention to phenols, an important class of compounds in the food, material, and pharmaceutical industries. [11] Our original idea was to apply Ru-catalyzed C À H-activating amination techniques that we had previously developed.…”

Regiospecific N‐Arylation of Aliphatic Amines under Mild and Metal‐Free Reaction Conditions

“…etoxyiodo)benzene (DIB) and related iodine(III) reagents can oxidize the nitrogen atom and enable nucleophilic attack by av ariety of arenes. [11] Organocatalytic N-arylations of amides and anilines,with in situ formation of iodine(III) from iodoarene precursors,h ave also been reported. [11a, 12] While useful in many reactions,b oth aryne reactions and DIB oxidations are limited by the moderate regioselectivity often observed, and DIB cannot be used to arylate aliphatic amines.…”