Microwave-assisted flexible synthesis of 7-azaindoles.
7-Azaindoles are versatile building blocks, especially in medicinal chemistry, where they serve as bioisosteres of indoles or purines. Herein, we are presenting a robust and flexible synthesis of 1,3- and 1,3,6-substituted 7-azaindoles starting from nicotinic acid derivatives or 2,6-dichloropyridine, respectively. Microwave heating dramatically accelerates the penultimate reaction step, an epoxide-opening-cyclization-dehydration sequence. The functional group compatibility of the reaction is examined as well as the application of the products in further functionalizations.
Schirok
Hartmut
H
Bayer HealthCare AG, Pharma Research, D-42096 Wuppertal, Germany. hartmut.schirok@bayerhealthcare.com
D001372:Aza Compounds / Q000138:chemical synthesis*; D003500:Cyclization; D003681:Dehydration; D004852:Epoxy Compounds / Q000737:chemistry; D006361:Heating; D007211:Indoles / Q000138:chemical synthesis*; D008872:Microwaves; D015394:Molecular Structure
D001372:Aza Compounds; D004852:Epoxy Compounds; D007211:Indoles