79743-82-1Relevant academic research and scientific papers
Asymmetric synthesis of tetrahydropyran[3,2-c]quinolinones via an organocatalyzed formal [3 + 3] annulation of quinolinones and MBH 2-naphthoates of nitroolefin
Li, Jian,Hu, Qi-Long,Chen, Xue-Ping,Hou, Ke-Qiang,Chan, Albert S.C.,Xiong, Xiao-Feng
supporting information, p. 697 - 700 (2019/09/30)
An efficient asymmetric and enantio-swithchable organocatalytic [3 + 3] annulation reaction using MBH-2-naphthoates of nitroalkenes and 4-hydroxyquinolin-2(1H)-ones has been developed. Densely substituted tetrahydropyrano[3,2-c]quinolinones scaffolds with two adjacent stereogenic centers are obtained with high yield (up to 95% yield) and good stereoselectivities (up to >20:1 dr and 96% ee) in an enantio-switchable manner. Furthermore, gram scale synthesis was achieved and the nitro group could easily transform into an amino group without any appreciable loss in the diastereo- and enantioselectivity.
An efficient synthesis of 4,5-disubstituted-2: H -1,2,3-triazoles from nitroallylic derivatives via a cycloaddition-denitration process
Jannapu Reddy, Raju,Waheed, Md.,Karthik, Thatikonda,Shankar, Angothu
supporting information, p. 980 - 987 (2018/02/06)
A metal-free convenient synthesis of 4,5-disubstituted N-unsubstituted 1,2,3-triazoles via a cycloaddition-denitration process has been described. A variety of readily available nitroallylic alcohols were reacted smoothly with sodium azide in the presence
Synthesis of highly diversified 1,2,3-triazole derivatives via domino [3 + 2] azide cycloaddition and denitration reaction sequence
Bakthadoss, Manickam,Sivakumar, Nagappan,Devaraj, Anthonisamy,Kumar, Polu Vijay
, p. 93447 - 93451 (2015/11/17)
In this paper, an elegant synthesis of 1,2,3-triazole derivatives via domino [3 + 2] azide cycloaddition and denitration reaction sequence under catalyst free conditions has been described. Treatment of Baylis-Hillman adducts and their cyclic derivatives from nitroolefins with sodium azide in the absence of catalyst smoothly afforded the 1,2,3-triazole derivatives in excellent yields.
An organocatalytic asymmetric tandem reaction for the construction of bicyclic skeletons
Cao, Chun-Li,Zhou, You-Yun,Zhou, Jian,Sun, Xiu-Li,Tang, Yong,Li, Yu-Xue,Li, Guang-Yu,Sun, Jie
supporting information; experimental part, p. 11384 - 11389 (2010/04/29)
Cyclic ketones react with (E)-2-nitroallylic acetates in the presence of catalytic pyrrolidine-thiourea, which affords bicyclic skeletons with four or five stereocenters in one single reaction with up to 98% ee in moderate to high yields. The cooperative
A selective and practical synthesis of nitroolefins
Jovel, Irina,Prateeptongkum, Saisuree,Jackstell, Ralf,Vogl, Nadine,Weckbecker, Christoph,Beller, Matthias
experimental part, p. 2493 - 2497 (2009/08/14)
A straightforward and general synthesis of nitroolefins from nitric oxide (NO) and olefins is presented. The direct nitration of aromatic olefins, allyl compounds, and acrylic acid derivatives proceeds smoothly at room temperature with high regioselectivity and good yields. The advantages of this novel procedure compared to established nitration procedures are demonstrated.
