99783-81-0Relevant articles and documents
Decarboxylative Negishi Coupling of Redox-Active Aliphatic Esters by Cobalt Catalysis
Liu, Xu-Ge,Zhou, Chu-Jun,Lin,Han, Xiang-Lei,Zhang, Shang-Shi,Li, Qingjiang,Wang, Honggen
supporting information, p. 13096 - 13100 (2018/09/21)
A cobalt-catalyzed decarboxylative Negishi coupling reaction of redox-active aliphatic esters with organozinc reagents was developed. The method enabled efficient alkyl–aryl, alkyl–alkenyl, and alkyl–alkynyl coupling reactions under mild reaction conditions with no external ligand or additive needed. The success of an in situ activation protocol and the facile synthesis of the drug molecule (±)-preclamol highlight the synthetic potential of this method. Mechanistic studies indicated that a radical mechanism is involved.
Vinyl selenones: Annulation agents for the synthesis of six-membered benzo-1,4-heterocyclic compounds
Bagnoli, Luana,Casini, Sara,Marini, Francesca,Santi, Claudio,Testaferri, Lorenzo
, p. 481 - 486 (2013/02/23)
A novel and general approach to six-membered bicyclic benzo fused 1,4-heterocycles is described. The addition-cyclization cascade of benzo 1,2-diols, 1,2-thiols and 2-(benzylamino)phenols with stable and easily available vinyl selenones affords differently substituted 2,3-dihydro-1,4- benzodioxines, benzodithiines and 3,4-dihydro-2H-1,4-benzoxazines in good yields. The same procedure has been extended to the synthesis of 1,2,3,4-tetrahydroquinoxalines. All of these heterocycles are present in a variety of biologically active compounds.
Alumina-supported Cu(II), A versatile and recyclable catalyst for regioselective ring opening of aziridines and epoxides and subsequent cyclization to functionalized 1,4-benzoxazines and 1,4-benzodioxanes
Bhadra, Sukalyan,Adak, Laksmikanta,Samanta, Subhas,Maidul Islam,Mukherjee, Manabendra,Ranu, Brindaban C.
experimental part, p. 8533 - 8541 (2011/03/19)
An easily accessible catalyst, alumina-supported copper(II), efficiently catalyzes the ring opening of aziridines and epoxides followed by cyclization of the corresponding intermediate to produce a variety of functionalized 1,4-benzoxazines and 1,4-benzodioxanes, respectively, in one pot without any ligand in high yields. The ring cleavages of aziridines and epoxides are highly regioselective. The catalyst is inexpensive, non-air-sensitive, environmentally friendly, and recyclable. The function of the catalyst and the reaction pathway are postulated. This protocol is successfully utilized for the formation of three carbon-heteroatom bonds, namely, C-O, C-N, and C-S, in one pot.
