Base-Controlled Cu-Catalyzed Tandem Cyclization/Alkynylation for the Synthesis of Indolizines.
A base-controlled Cu-catalyzed tandem cyclization/alkynylation of propargylic amines provides rapid access to functionalized indolizine derivatives under mild reaction conditions. The reaction first proceeded via a 5-endo-dig aminocupration, followed by a coupling between the copper-bound intermediate and alkynyl bromide, to afford the products in good to excellent yields. The successful tandem reaction is attributed to the unique property of the bases, DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) and MTBD (7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene used).
Department of Chemistry and Chemistry Institute of Functional Materials, Pusan National University , Busan 609-735, Korea.
Kyung Hwan
KH
Oh
Department of Chemistry and Chemistry Institute of Functional Materials, Pusan National University , Busan 609-735, Korea.
Seong Min
SM
Kim
Department of Chemistry and Chemistry Institute of Functional Materials, Pusan National University , Busan 609-735, Korea.
Sun Young
SY
Park
Department of Chemistry and Chemistry Institute of Functional Materials, Pusan National University , Busan 609-735, Korea.
Jin Kyoon
JK
Park