Preparation of functionalized indoles and azaindoles by the intramolecular copper-mediated carbomagnesiation of ynamides.
Variations on a theme: A mild and general intramolecular copper-mediated carbomagnesiation procedure for the synthesis of functionalized indoles as well as 4-, 5-, 6-, and 7-azaindoles starts from readily available ynamides. Subsequent reactions with various electrophiles provides polyfunctional N-heterocycles in good yields.
Ludwig Maximilians-Universität München, Department Chemie, Butenandtstrasse 5-13, Haus F, 81377 München (Germany).
Annette
A
Frischmuth
Paul
P
Knochel
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds; D013237:Stereoisomerism
D000577:Amides; D007211:Indoles; D009942:Organometallic Compounds; D003300:Copper
copper; cyclization; nitrogen heterocycles; organometallic compounds; ynamides