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Akademický článek

Halogencarbene-free Ciamician-Dennstedt single-atom skeletal editing

Autor: Shaopeng Liu, Yong Yang, Qingmin Song, Zhaohong Liu, Paramasivam Sivaguru, Yifan Zhang, Graham de Ruiter, Edward A. Anderson, Xihe Bi

Publikováno v: Nature Communications, Vol 15, Iss 1, Pp 1-12 (2024)

Abstract Single-atom skeletal editing is an increasingly powerful tool for scaffold hopping-based drug discovery. However, the insertion of a functionalized carbon atom into heteroarenes remains rare, especially when performed in complex chemical set

Externí odkaz: https://doaj.org/article/74e4ad2b7bc44fd1bfccc4b552443b47

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Akademický článek

Silver-catalyzed direct conversion of epoxides into cyclopropanes using N-triftosylhydrazones

Autor: Linxuan Li, Paramasivam Sivaguru, Dandan Wei, Menglin Liu, Qingwen Zhu, Shuai Dong, Emanuele Casali, Nan Li, Giuseppe Zanoni, Xihe Bi

Publikováno v: Nature Communications, Vol 15, Iss 1, Pp 1-9 (2024)

Abstract Epoxides, as a prominent small ring O-heterocyclic and the privileged pharmacophores for medicinal chemistry, have recently represented an ideal substrate for the development of single-atom replacements. The previous O-to-C replacement strat

Externí odkaz: https://doaj.org/article/189bbf68ab6d4779aa8b956eea23a195

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Akademický článek

Chemoselective carbene insertion into the N−H bonds of NH3·H2O

Autor: Zhaohong Liu, Yong Yang, Qingmin Song, Linxuan Li, Giuseppe Zanoni, Shaopeng Liu, Meng Xiang, Edward A. Anderson, Xihe Bi

Publikováno v: Nature Communications, Vol 13, Iss 1, Pp 1-9 (2022)

Converting low-cost inorganic chemicals into value-added organic chemicals is a longstanding goal in chemistry. Here the authors describe a silver-catalysed chemoselective carbene N−H insertion reaction, providing access to primary amines from aque

Externí odkaz: https://doaj.org/article/42eea13a39684d669fbbd23b4863bef2

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Akademický článek

Carbodefluorination of fluoroalkyl ketones via a carbene-initiated rearrangement strategy

Autor: Linxuan Li, Xinyu Zhang, Yongquan Ning, Xiaolong Zhang, Binbin Liu, Zhansong Zhang, Paramasivam Sivaguru, Giuseppe Zanoni, Shuang Li, Edward A. Anderson, Xihe Bi

Publikováno v: Nature Communications, Vol 13, Iss 1, Pp 1-11 (2022)

The selective functionalization of trifluoromethyl groups is challenging due to the inertness of the C–F bonds. Here the authors report a method for the carbodefluorination of C–F bonds of fluoroalkyl ketones via a carbene-initiated rearrangement

Externí odkaz: https://doaj.org/article/f101cea0889b4964a35bfd25a208e52b

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Akademický článek

Silver-catalyzed site-selective C(sp3)−H benzylation of ethers with N-triftosylhydrazones

Autor: Zhaohong Liu, Hongwei Wang, Paramasivam Sivaguru, Steven P. Nolan, Qingmin Song, Weijie Yu, Xinyu Jiang, Edward A. Anderson, Xihe Bi

Publikováno v: Nature Communications, Vol 13, Iss 1, Pp 1-12 (2022)

A state-of-the-art tool in synthetic organic chemistry is a rhodium diazocarbene species, which despite its flexibility, is derived from expensive and highly reactive species. Here the authors present a methodology for C–H benzylation of ethers via

Externí odkaz: https://doaj.org/article/6b6972ad99b3482790ef551dfdbb92be

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Akademický článek

Synthetic exploration of sulfinyl radicals using sulfinyl sulfones

Autor: Zikun Wang, Zhansong Zhang, Wanjun Zhao, Paramasivam Sivaguru, Giuseppe Zanoni, Yingying Wang, Edward A. Anderson, Xihe Bi

Publikováno v: Nature Communications, Vol 12, Iss 1, Pp 1-10 (2021)

Sulfinyl radicals are an underexplored synthon in organic chemistry due to the fact that they reversibly add to pi systems and undergo homodimerization. Here the authors synthesize sulfonyl sulfones, previously thought to be unstable, and demonstrate

Externí odkaz: https://doaj.org/article/b0d9211741b94b168c5cb57148b41108

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Akademický článek

Use of trifluoroacetaldehyde N-tfsylhydrazone as a trifluorodiazoethane surrogate and its synthetic applications

Autor: Xinyu Zhang, Zhaohong Liu, Xiangyu Yang, Yuanqing Dong, Matteo Virelli, Giuseppe Zanoni, Edward A. Anderson, Xihe Bi

Publikováno v: Nature Communications, Vol 10, Iss 1, Pp 1-9 (2019)

Since fluoro-compounds are popular in industrial settings, efficient methods for incorporation of fluoride into organic molecules are desirable. Here, the authors developed trifluoroacetaldehyde N-tfsylhydrazone (TFHZ-Tfs) as a CF3CHN2 surrogate that

Externí odkaz: https://doaj.org/article/f16d80073b9e4ad596a828624a933cc7

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Akademický článek

Silver-Catalyzed Regio- and Stereoselective Formal Carbene Insertion into Unstrained C−C σ-Bonds of 1,3-Dicarbonyls

Autor: Zhaohong Liu, Xinyu Zhang, Matteo Virelli, Giuseppe Zanoni, Edward A. Anderson, Xihe Bi

Publikováno v: iScience, Vol 8, Iss , Pp 54-60 (2018)

Summary: A regio- and stereoselective silver-catalyzed formal carbene insertion into 1,3-dicarbonyls has been developed, using N-nosylhydrazones as diazo surrogates. Two new C−C bonds are constructed at the carbenic carbon center through the select

Externí odkaz: https://doaj.org/article/65d9e61e71594af8ade4776c0f794871

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Ligand-enabled silver-catalyzed carbene insertion into the N–H bond of aliphatic and electron-rich aromatic amines

Autor: Linxuan Li, Paramasivam Sivaguru, Xinyue Han, Swastik Karmakar, Xihe Bi

Publikováno v: Organic Chemistry Frontiers. 10:1746-1753

The stable effect of tris(pyrazolyl)borate ligand and 1,2-diaminocyclohexane ligand on the silver metal center was used respectively, to realize the efficient N–H bond insertion reaction of carbene to aliphatic amines and aromatic amines.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::dcd7cedbc4925cffb45b24c0e527e795
https://doi.org/10.1039/d3qo00156c

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