Organocatalysed Michael addition on arylmethylidenemalonates involving 4-(2-nitrophenyl)acetoacetate: diversity-oriented access to 8,9-dihydropyrido[1,2-a]indol-6(7H)-one and salicylate scaffolds

作者：Srivastava Anvita; Biswas Soumen; Singh Shivendra; Mobin Shaikh M; Samanta Sampak^*

来源：RSC Advances, 2015, 5(34): 26891-26896.

DOI：10.1039/c5ra01430a

Excellent diastereoselective (<= 96 : 4) preparation of new functionalized 7,8,9-trisubstituted-8,9-dihydropyrido[1,2-a]indol-6(7H)-ones has been achieved in 61-81% yields through a one-pot reductive cycloaromatization-lactamization sequence reaction of Michael adducts using Zn/NH4Cl as a reducing agent. In addition, one-pot synthesis of sterically demanding hexa-substituted salicylate derivatives has been successfully realized via a tandem reaction of alkylidene malonates or aldehydes with 2-nitrophenyl-beta-keto ester under aerobic conditions using DBU as an organocatalyst.

• 出版日期2015