224317-64-0Relevant academic research and scientific papers
Design and synthesis of sugar-triazole based uracil appended sugar-imine derivatives-an application in DNA binding studies
Hemamalini, Arasappan,Azhagiya Singam, Ettayapuram Ramaprasad,Mudedla, Sathish Kumar,Subramanian, Venkatesan,Mohan Das, Thangamuthu
, p. 4575 - 4582 (2015)
Several sugar-triazole derivatives were synthesized and characterized by spectroscopic techniques. The interaction of the sugar-triazoles with CT-DNA was explored, which revealed that all the compounds could interact with CT-DNA through groove binding, wh
Synthesis of Allylic Amide Functionalized 2H-Chromenes and Coumarins Using a One-Pot Overman Rearrangement and Gold(I)-Catalyzed Hydroarylation
Sharif, Salaheddin A.I.,Calder, Ewen D. D.,Harkiss, Alexander H.,Maduro, Marie,Sutherland, Andrew
, p. 9810 - 9819 (2016)
A four-step synthesis of allylic trichloroacetimidates bearing a 2-proparyloxyaryl group has been developed from readily available 2-hydroxybenzaldehydes, and these have been used for the preparation of allylic amide derived 2H-chromenes using an Overman rearrangement and a 6-endo-dig hydroarylation. High yields of the 2H-chromenes were achieved using a stepwise approach involving an Overman rearrangement under thermal conditions followed by a hydroarylation reaction with a gold(I) triflimide catalyst. An alternative method where both reactions were performed as a one-pot process was also developed and instead used a gold(I) chloride catalyst activated by silver(I) hexafluoroantimonate for the cycloisomerization step. The allylic amide derived 2H-chromenes were converted to the corresponding coumarin analogues by a pyridinium dichromate (PDC)-mediated chemoselective allylic oxidation.
Copper(I)-Catalyzed Intramolecular Cyclization of o-Propargyloxy Diketopiperazines to Access Diverse Diazabicyclic and Spiro-Diketopiperazinochromanes
Armaghan, Mahsa,Balalaie, Saeed,Bijanzadeh, Hamid Reza,Frank, Walter,Manavi, Bita,Rominger, Frank,Tejeneki, Hossein Zahedian
supporting information, p. 4190 - 4196 (2021/08/06)
In this report, two distinctive intramolecular cyclizations of o-propargyloxy diketopiperazines (achieved from a one-pot Ugi post-transformation) is achieved via a copper(I)-catalyzed intramolecular reaction of azomethine ylide and alkyne moiety. The presence of internal alkyne in the starting materials directed the reaction towards through [3+2]-cycloaddition, while terminal alkyne led to a spirocyclization reaction between azomethine ylide and terminal unsaturated C?C bond. This method offering an opportunity for the synthesis of challenging Diazabicyclics and Spiro-Diketopiperazinochromanes in high yields with exclusive diastereoselectivity. (Figure presented.).
Fe(III)-Catalyzed, Cyclizative Coupling between 2-Alkynylbenzoates and Carbinols: Rapid Generation of Polycyclic Isocoumarins and Phthalides and Mechanistic Study
Gandhi, Soniya,Baire, Beeraiah
supporting information, p. 2651 - 2657 (2020/05/25)
FeCl3 catalyzed, highly regioselective cyclizative coupling of internal alkynes with alcohols has been reported for the rapid synthesis of structurally divergent, complex isocoumarins and phthalides respectively in intermolecular and intramolecular fashion. This strategy exhibited very high substrate scope and efficiency and proceeds through the simultaneous formation of C?O and C?C bonds. Observations from a series of control experiments supported a) the mechanism as Lewis acid catalyzed dual activation of ester and alcohol, b) the role of carbocation for the enhanced rates of cyclization, i. e., activation of alkyne by carbocation, and c) no role of HCl in the reported cascade process. (Figure presented.).
Coumarin-1,2,3-triazole hybrid derivatives: Green synthesis and DFT calculations
Nouraie, Pegah,Moradi Dehaghi, Shahram,Foroumadi, Alireza
, p. 386 - 394 (2019/01/19)
A series of new 1,2,3-triazole-coumarin hybrid system are synthesized from the click reaction between 3-azido coumarin and different aromatic terminal alkyne derivatives in a green manner. All compounds are characterized by IR, NMR and UV–VIS spectroscopy
“On water” cascade synthesis of benzopyranopyrazoles and their macrocycles
Muthusamy, Sengodagounder,Gangadurai, Chinnakuzhanthai
supporting information, p. 1501 - 1505 (2018/03/21)
Reported herein is an intramolecular 1,3-dipolar cycloaddition strategy for rapid entry into benzopyranopyrazoles (BPP) on water medium as “open flask chemistry” approach. The in situ generation of diazo functionality in two-step sequence from the appropr
Efficient one pot synthesis of chromenonaphthyridine derivatives by CuI/InCl3 catalyzed aza diels-alder reaction
Maji, Pradip Kumar,Mahalanobish, Ayan
, p. 42 - 49 (2018/01/26)
A mild and efficient method for the synthesis of chromenonaphthyridine derivatives via domino reaction of aminopyridine and different O-propargylated salicylaldehydes using CuI/InCl3 as an efficient catalyst, refluxed in acetonitrile is reported. Mild rea
Development of 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and their salts as potent cytotoxic agents and topoisomerase I/IIα inhibitors
Arepalli, Sateesh Kumar,Lee, Chaerim,Sim, Seongrak,Lee, Kiho,Jo, Hyunji,Jun, Kyu-Yeon,Kwon, Youngjoo,Kang, Jong-Soon,Jung, Jae-Kyung,Lee, Heesoon
supporting information, p. 5181 - 5193 (2018/10/02)
A novel series of 35 angularly fused pentacyclic 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridin-5-ium chlorides were designed and synthesized. Their cytotoxic activities were investigated against six human
A Discrete Self-Assembled Pd12 Triangular Orthobicupola Cage and its Use for Intramolecular Cycloaddition
Bhat, Imtiyaz Ahmad,Devaraj, Anthonisamy,Zangrando, Ennio,Mukherjee, Partha Sarathi
, p. 13938 - 13946 (2018/09/06)
Water-soluble Pd12L6 coordination cage TC-1 was synthesized by coordination-driven self-assembly of symmetrical tetrapyridyl donor L with 90° ditopic acceptor cis-[Pd(NO3)2(tmeda)] [tmeda=N,N,N′,N′-tetramethylet
A facile one-pot regioselective synthesis of functionalized novel benzo[f]chromeno[4,3-b][1,7]naphthyridines and benzo[f][1,7]naphthyridines via an imino Diels-Alder reaction
Arepalli, Sateesh Kumar,Park, Byeongwoo,Jung, Jae-Kyung,Lee, Kiho,Lee, Heesoon
supporting information, p. 449 - 454 (2017/01/10)
A novel series of functionalized 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and 1,3-diphenylbenzo[f][1,7]naphthyridines have been synthesized by an efficient regioselective one-pot multicomponent synthesis through intra and intermolecular imino Diels-
