68701-52-0Relevant academic research and scientific papers
Study on synthesis of some substituted N-propargyl isatins by propargylation reaction of corresponding isatins using potassium carbonate as base under ultrasound- and microwave-assisted conditions
Tri, Nguyen Minh,Thanh, Nguyen Dinh,Ha, Luong Ngoc,Anh, Dang Thi Tuyet,Toan, Vu Ngoc,Giang, Nguyen Thi Kim
, p. 4793 - 4801 (2021/05/31)
Substituted N-propargyl isatins were synthesized by SN2 reaction of corresponding substituted isatins with propargyl bromide in the presence of anhydrous K2CO3 as base. We reported about study on systematically synthesis of these compounds using heating procedures under different reaction conditions, including microwave-assisted heating conditions at power of 100?W (Procedure A), conventional heating conditions in water bath at 50?°C in acetonitrile (Procedure B), and conventional heating conditions in water bath at 50?°C in DMF (procedure C). The best procedure A was deduced based on the investigations on the reaction conditions. Almost all substituted N-propargyl isatins were new, except compounds with R of H, 5-Me, 5-Cl and 5-Br substituents. The structures of the obtained compounds were confirmed by the modern spectroscopic methods.
A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles
Gao, Min,Gong, Xiangnan,Hu, Lin,Luo, Yanshu,Xia, Yuanzhi,Xu, Qianlan,Zhao, Yukun
supporting information, p. 19813 - 19820 (2021/08/03)
A unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C?C and the subsequent umpolung C?O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.
Heterocyclic systems containing bridgehead nitrogen atom: Synthesis and bioactivity of thiazolo[3′, 2′: 2,3]-as-triazino[5,6-b] indoles and isomeric thiazolo[2′,3′: 3,4]-as-triazino[5,6-b]indoles
Mohan, Jag
, p. 1585 - 1587 (2007/10/03)
2,3-Dihydro-8-isopropyl-5H-as-triazino[5,6-b]indole-3-thione 3 on condensation with p-bromophenacyl bromide gives 3-(p-bromobenzoyl) methylthio-8-isopropyl-5H-as-triazino[5,6-b]indole hydrobromide 4 which on PPA catalysed cyclization furnishes 3-(p-bromophenyl)-7-isopropylthiazolo [3′, 2′: 2,3]-as-triazino[5,6-b] indoles 9 and not the angular isomer, 1-(p-bromophenyl)-7-isopropylthiazolo[2′, 3′: 3,4]-as-triazino [5,6-b]indole 6. The unequivocal synthesis of the latter 6 has also been accomplished. The antibacterial and antifungal activity of some of the compounds have also been evaluated.
