Palladium–N-heterocyclic carbene (NHC)-catalyzed synthesis of 2-ynamides via oxidative aminocarbonylation of alkynes with amines

2015 ◽  
Vol 5 (10) ◽  
pp. 4750-4754 ◽  
Author(s):  
Chunyan Zhang ◽  
Jianhua Liu ◽  
Chungu Xia

Palladium–NHC compounds catalyzing the oxidative aminocarbonylation of alkynes and amines have been developed with oxygen as the benign oxidant under mild reaction conditions, which led to an efficient approach toward the formation a series of alphatic and aromatic 2-ynamides with high atom efficiency.

2019 ◽  
Vol 15 ◽  
pp. 874-880
Author(s):  
Razieh Navari ◽  
Saeed Balalaie ◽  
Saber Mehrparvar ◽  
Fatemeh Darvish ◽  
Frank Rominger ◽  
...  

An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et3N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.


2013 ◽  
Vol 781-784 ◽  
pp. 999-1002
Author(s):  
Qiu Hong Dai ◽  
Kun Zou ◽  
Ming Guo Liu ◽  
Lin Luo ◽  
Nian Yu Huang

The title compounds thienopyrimidine-basedS-glycoside analogues were synthesized through the nucleophilic addition/cyclization/glycosylation reactions in good yields from easily accessible starting materials under mild reaction conditions. All of compounds were characterized by NMR, MS, IR and elemental analysis. The efficient approach allowed the facial synthesis of small libraries of thienopyrimidine-basedS-glycoside analogues with different structural motifs for biological screening.


Symmetry ◽  
2020 ◽  
Vol 12 (9) ◽  
pp. 1454
Author(s):  
Angela Patti ◽  
Claudia Sanfilippo

In this review the recent reports of biocatalytic reactions applied to the desymmetrization of meso-compounds or symmetric prochiral molecules are summarized. The survey of literature from 2015 up to date reveals that lipases are still the most used enzymes for this goal, due to their large substrate tolerance, stability in different reaction conditions and commercial availability. However, a growing interest is focused on the use of other purified enzymes or microbial whole cells to expand the portfolio of exploitable reactions and the molecular diversity of substrates to be transformed. Biocatalyzed desymmetrization is nowadays recognized as a reliable and efficient approach for the preparation of pharmaceuticals or natural bioactive compounds and many processes have been scaled up for multigram preparative purposes, also in continuous-flow conditions.


2016 ◽  
Vol 52 (37) ◽  
pp. 6324-6327 ◽  
Author(s):  
Ming Chen ◽  
Ning Sun ◽  
Haoyi Chen ◽  
Yuanhong Liu

The gold-catalyzed regioselective [3+2] cycloaddition of ynamides with 1,4,2-dioxazoles offers an efficient approach to functionalized oxazoles under mild reaction conditions.


2017 ◽  
Vol 41 (9) ◽  
pp. 513-516 ◽  
Author(s):  
Pan Zhou ◽  
Biao Hu ◽  
Lingling Lu ◽  
Rong Huang ◽  
Fuchao Yu

A simple and efficient approach for the synthesis of 4-spiro-1,4-DHP derivatives has been developed, involving one-pot three-component reaction of isatins, N,N-dimethylenaminones with ammonium acetate in EtOH–water solution promoted by acetic acid. Compared with the previous [1+2+3]-cyclisation method, this [1+2+1+2]-cyclisation procedure has advantages as it is more environmentally friendly, has easier operational simplicity, and requires milder reaction conditions. Moreover, these novel compounds have been obtained in moderate to good yields and their structures have been confirmed by 1H NMR, 13C NMR and IR and HRMS spectroscopy.


Synthesis ◽  
2020 ◽  
Vol 53 (02) ◽  
pp. 383-390 ◽  
Author(s):  
Yiyuan Peng ◽  
Xinglin Ye ◽  
Jian Huang ◽  
Zhihong Deng ◽  
Jianjun Yuan

In this paper, exploration of our continuous interests on late-stage derivation of quinozaline core is described. A wide array of 4-(1H-indol-1-yl)quinazolines were obtained in good to excellent yields through palladium-catalyzed cross-coupling of 4-tosyloxyquinazolines with indole derivatives under mild reaction conditions.


RSC Advances ◽  
2014 ◽  
Vol 4 (86) ◽  
pp. 46106-46113 ◽  
Author(s):  
Javad Safaei-Ghomi ◽  
Bahareh Khojastehbakht-Koopaei ◽  
Hossein Shahbazi-Alavi

In the present paper, we developed a straightforward and efficient approach to synthesis of 4,4′-(arylmethylene)bis(3-methyl-1H-pyrazol-5-ol) derivatives by a simple one pot pseudo five component reactions using ZnAl2O4 nanoparticles as catalyst under benign reaction conditions.


2017 ◽  
Vol 53 (92) ◽  
pp. 12473-12476 ◽  
Author(s):  
Haibo Zhu ◽  
Yajing Shen ◽  
Qinyue Deng ◽  
Jinjin Chen ◽  
Tao Tu

The first Pd(NHC)-catalyzed direct alkylsulfonylation of boronic acids with K2S2O5 and alkyl halides has been successfully developed to afford various functional sulfones under very mild reaction conditions at low catalyst loadings.


2017 ◽  
Vol 13 ◽  
pp. 817-824 ◽  
Author(s):  
Taofeng Shao ◽  
Zhiming Gong ◽  
Tianyi Su ◽  
Wei Hao ◽  
Chao Che

Diversity-oriented synthesis of the biologically intriguing imidazo[1,2-a]pyridine-fused isoquinoline systems from readily available starting materials was achieved through the Groebke–Blackburn–Bienaymé reaction followed by a gold-catalyzed cyclization strategy. The synthetic approach is characterized by mild reaction conditions and a broad substrate scope, allowing for the rapid construction of structurally complex and diverse heterocycles in moderate to good yields.


2018 ◽  
Vol 14 ◽  
pp. 2090-2097 ◽  
Author(s):  
Jiao-Na Han ◽  
Cong Du ◽  
Xinju Zhu ◽  
Zheng-Long Wang ◽  
Yue Zhu ◽  
...  

A cobalt-catalyzed C(sp2)–H alkoxylation of 1-naphthylamine derivatives has been disclosed, which represents an efficient approach to synthesize aryl ethers with broad functional group tolerance. It is noteworthy that secondary alcohols, such as hexafluoroisopropanol, isopropanol, isobutanol, and isopentanol, were well tolerated under the current catalytic system. Moreover, a series of biologically relevant fluorine-aryl ethers were easily obtained under mild reaction conditions after the removal of the directing group.


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