88701-86-4Relevant academic research and scientific papers
NH4OAc-Promoted Domino Route to Hydroxyarylated Unsymmetrical Pyridines under Neat Conditions
Prakash, Meher,Gudimella, Santosh K.,Lodhi, Rajni,Guin, Soumitra,Samanta, Sampak
, p. 2151 - 2167 (2020)
A new metal-, oxidant-, and solvent-free ecofriendly domino method has been established for modular synthesis of a diverse range of medicinally promising hydroxyarylated unsymmetrical pyridines in good to high chemical yields with an excellent regioselect
Palladium-catalyzed stereoselective (3 + 2) cycloaddition of vinylethylene carbonates with cyclicN-sulfonyl ketimines
Gao, Xing,Zhu, Dongyu,Jiang, Feng,Liao, Jianning,Wang, Wei,Wu, Yongjun,Zheng, Lufei,Guo, Hongchao
supporting information, p. 4877 - 4881 (2021/06/16)
A diastereoselective (3 + 2) cycloaddition ofN-sulfonyl ketimines with vinylethylene carbonates (VECs) in the presence of Pd2dba3·CHCl3and PPh3has been developed. The reaction of various substituted VECs and diverse cyclicN-sulfonyl ketimines proceeded smoothly under mild conditions, giving highly functionalized oxazolidine frameworks in good to excellent yields with moderate to good diastereoselectivities. With the use of spiroketal-based diphosphine SKP as a chiral ligand, an asymmetric version of the current (3 + 2) cycloaddition was achieved, and chiral products were obtained in >99% ee in most cases.
The Construction of 3-Methyl-4-arylpiperidines via a trans- Perhydroindolic Acid-Catalyzed Asymmetric Aza-Diels-Alder Reaction
An, Qianjin,Shen, Jiefeng,Butt, Nicholas,Liu, Delong,Liu, Yangang,Zhang, Wanbin
, p. 3627 - 3638 (2016/01/25)
An efficient trans-perhydroindolic acid-catalyzed asymmetric aza-Diels-Alder reaction of cyclic 1-azadienes and propanal was developed for the synthesis of chiral 3-methyl-4-aryldehydropiperidine derivatives (up to 98% yield and 99% ee). Such scaffolds are often found in bioactive compounds and medicines. A gram-scale reaction was carried out with a low catalyst loading to give the desired product in high yield and with excellent enantioselectivity. The resulting dehydropiperidine derivatives can be further transformed to chiral 3-methyl-4-aryl-substituted piperidines with high efficiency.
Highly functionalized pyridines synthesis from N-sulfonyl ketimines and alkynes using the N-S bond as an internal oxidant
Zhang, Qian-Ru,Huang, Ji-Rong,Zhang, Wei,Dong, Lin
, p. 1684 - 1687 (2014/04/17)
The N-S bond-based internal oxidant offers a distinct approach for the synthesis of highly functionalized pyridines. A novel Rh(III)-catalyzed one-pot process undergoes an efficient C-C/C-N bond formation along with desulfonylation under very mild conditions. The method is quite simple, general, and efficient.
Reaction of 4-Styryl-1,2,3-benzoxathiazine 2,2-Dioxides with Diazomethane: Synthesis of a Novel Heterocyclic System
Tripathi, Manisha,Dhar, Durga Nath
, p. 1191 - 1192 (2007/10/02)
A new class of heterocyclic system, 3a-f, has been synthesized by reacting diazomethane with 4-styryl-1,2,3-benzoxathiazine 2,2-dioxides 1a-f.Diazomethane adds to the =C=S group of these compounds.
