28448-04-6Relevant articles and documents
Copper-catalyzed C(sp3)-C(sp2) cross-coupling: Synthesis of 4-aryl-2-alkylamino-3-nitro-4h-chromenes
Rao, H. Surya Prakash,Rao, A. Veera Bhadra
, p. 3646 - 3655 (2014/06/23)
Inexpensive copper(II) acetate effectively catalyzes cross-coupling of electron-deficient as well as electron-rich arylboronic acids with 4-methylsulfanyl-2-alkylamino-3-nitro-4H-chromenes under near neutral conditions at room temp. to furnish a range of 4-aryl-4H-chromenes. This new strategy enabled substitution of the C(4)SMe group present on a sp3 hybridized carbon of the 4H-chromenes with aryl/heteroaryl groups. Mechanistic probing revealed that the CuI-CuIII cycle is involved in catalysis. One-pot sequential substitution of C(4)SMe followed by C(6)Br with aryl groups has been achieved through Cu(OAc)2 and Pd 2(dba)3 (Suzuki coupling) catalysis. Copyright