Sequential [3+2] annulation reaction of prop-2-ynylsulfonium salts and hydrazonyl chlorides: synthesis of pyrazoles containing functional motifs

2021 ◽  
Author(s):  
Tao Shi ◽  
Zhaoxiao Wu ◽  
Tingting Jia ◽  
Chong Zhang ◽  
Linghui Zeng ◽  
...  
Keyword(s):  
Hydrazonyl Chlorides

A novel sequential [3+2] annulation reaction has been developed using prop-2-ynylsulfonium salts and hydrazonyl chlorides, affording a series of pyrazoles with functional motifs which can be post modified in the...

Silver Carbonate Promoted Reaction of Hydrazonyl Chlorides with Allylic Alcohols

Heterocycles ◽  
1995 ◽  
Vol 40 (2) ◽  
pp. 777 ◽  
Author(s):  
Gaetano Zecchi ◽  
Luisa Garanti ◽  
Giorgio Molteni
Keyword(s):  
Allylic Alcohols ◽  
Silver Carbonate ◽  
Hydrazonyl Chlorides

Regioselective [3 + 2]-annulation of hydrazonyl chlorides with 1,3-dicarbonyl compounds for assembling of polysubstituted pyrazoles

2018 ◽  
Vol 16 (42) ◽  
pp. 7811-7814 ◽  
Author(s):  
Kun Liu ◽  
Xinye Shang ◽  
Yuyu Cheng ◽  
Xiaoyong Chang ◽  
Pengfei Li ◽  
...  
Keyword(s):  
Dicarbonyl Compounds ◽  
Hydrazonyl Chlorides

The facile approach to polysubstituted pyrazoles from hydrazonyl chlorides and 1,3-dicarbonyl compounds has been developed. Hydrazonyl chlorides reacted with N-phenyl-3-oxobutanamides smoothly to afford a series of polysubstituted pyrazoles in 67–98% yields via the [3 + 2]-cycloaddition.

ChemInform Abstract: A Facile Approach to Polysubstituted Pyrazoles from Hydrazonyl Chlorides and Vinyl Azides.

ChemInform ◽  
2011 ◽  
Vol 42 (48) ◽  
pp. no-no
Author(s):  
Hongbin Zou ◽  
Huajian Zhu ◽  
Jiaan Shao ◽  
Jianwei Wu ◽  
Wenteng Chen ◽  
...  
Keyword(s):  
Vinyl Azides ◽  
Hydrazonyl Chlorides

Synthesis of pyrazoles from 2-azidoacrylates and hydrazonyl chlorides

2011 ◽  
Vol 52 (32) ◽  
pp. 4161-4163 ◽  
Author(s):  
Yao Li ◽  
Deng Hong ◽  
Ping Lu ◽  
Yanguang Wang
Keyword(s):  
Hydrazonyl Chlorides

Synthesis of 1,2,4-TriazoleC-Nucleosides from Hydrazonyl Chlorides and Nitriles

2007 ◽  
Vol 26 (1) ◽  
pp. 37-43 ◽  
Author(s):  
Najim A. Al-Masoudi ◽  
Yaseen A. Al-Soud ◽  
Ibrahim A. I. Ali
Keyword(s):  
Hydrazonyl Chlorides

Novel Process for Synthesis of 1,2,4-Triazoles: Ytterbium Triflate-Catalyzed Cyclization of Hydrazonyl Chlorides with Nitriles.

ChemInform ◽  
2005 ◽  
Vol 36 (43) ◽  
Author(s):  
Weike Su ◽  
Dianwen Yang ◽  
Jianjun Li
Keyword(s):  
Ytterbium Triflate ◽  
Hydrazonyl Chlorides

scholarly journals Efficient continuous flow-synthesis of novel spiro-naphthalene-1,2'-[1,3,4]oxadiazol-4-ones

2021 ◽  
Author(s):  
Lange Yakubu Saleh ◽  
Bahadır Altıntaş ◽  
Layla Filiciotto ◽  
Yunus Zorlu ◽  
Rafael Luque ◽  
...  
Keyword(s):  
Quantum Chemical ◽  
Cycloaddition Reaction ◽  
Synthesis Methods ◽  
X Ray Diffraction ◽  
Flow Synthesis ◽  
X Ray ◽  
H Nmr ◽  
Experimental Findings ◽  
Hydrazonyl Chlorides ◽  
C Nmr

The highly efficient cycloaddition reaction of hydrazonyl chlorides with 2,3-dichloro-1,4-naphthoquinone yielded pharmaceutically important spiro-naphthalene-1,2'-[1,3,4]oxadiazol-4-ones with moderate to good yields under batch and flow synthesis methods. The obtained products were elucidated by IR, 1H NMR, 13C NMR, HRMS and single crystal X-ray diffraction technique (only for 6h). The synthesized molecules have been subjected to theoretical analysis by quantum chemical calculations at B3LYP/6-31G(d,p) level, which provided supporting data for the experimental findings.

Novel 1,3-dipolar cycloadditions of fulvenes and hydrazonyl chlorides: a facile synthesis of the cyclopenta[d]pyridazines

2009 ◽  
Vol 50 (48) ◽  
pp. 6698-6700 ◽  
Author(s):  
Kang Jin Lee ◽  
Joong-Kwon Choi ◽  
Eul Kgun Yum ◽  
Sung Yun Cho
Keyword(s):  
Facile Synthesis ◽  
Dipolar Cycloadditions ◽  
Hydrazonyl Chlorides

Light-Activatable, 2,5-Disubstituted Tetrazoles for the Proteome-Wide Profiling of Aspartates and Glutamates in Living Bacteria

2019 ◽  
Author(s):  
Kathrin Bach ◽  
Bert L. H. Beerkens ◽  
Patrick R. A. Zanon ◽  
Stephan M. Hacker
Keyword(s):  
Amino Acids ◽  
Binding Sites ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Protein Ligands ◽  
New Class ◽  
Covalent Inhibitors ◽  
Hydrazonyl Chlorides ◽  
Living Bacteria ◽  
Excellent Selectivity

Covalent inhibitors have recently seen a resurgence of interest in drug development. Nevertheless, compounds, that do not rely on an enzymatic activity, have almost exclusively been developed to target cysteines. Expanding the scope to other amino acids would be largely facilitated by the ability to globally monitor their engagement by covalent inhibitors. Here, we present the use of light-activatable 2,5-disubstituted tetrazoles that allow quantifying 8971 aspartates and glutamates in the bacterial proteome with excellent selectivity. Using these probes, we competitively map the binding sites of two isoxazolium salts and introduce hydrazonyl chlorides as a new class of carboxylic acid-directed covalent protein ligands. As the probes are unreactive prior to activation, they allow global profiling even in living Gram-positive and Gram-negative bacteria. Taken together, this method to monitor aspartates and glutamates proteome-wide will lay the foundation to efficiently develop covalent inhibitors targeting these amino acids

Sign in / Sign up

Export Citation Format

Share Document