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Gas-phase smiles rearrangement of Sulfonylurea Herbicides in Electrospray Ionization Mass Spectrometry

Chinese Journal of Chemistry 2012年第10期30卷 2383-2388页

作者：张佳柴云峰王伟尚伟潘远江 Department of Chemistry Zhejiang UniversityHangzhouZhejiang 310027China Laprode(Zhejiang)Analysis Co. LtdHangzhouZhejiang 310052China

In the negative ion mode of electrospray ionization tandem mass spectrometry （ES1-MS/MS） of four sulfonyl- urea herbicides, smiles rearrangements were observed in rimsulfuron and nicosulfuron. In the case of rimsulfuron, two competitive gas-phase smiles rearrangements initiated by nitrogen anion and oxygen anion respectively were witnessed. The ion-neutral complex was proposed as the reactive intermediate in the course of this unimoleeular dissociation reaction of the oxygen attack smiles rearrangement route. The density functional theory （DFT） was carried out to elucidate the mechanism as well as to show the possible transition states and the intermediates.

关键词： sulfonylurea herbicides smiles rearrangement ion-neutral complex mass spectrometry

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A One-Pot Substitution/smiles rearrangement/Cyclization Process to Pyrroloquinoxaline Derivatives

A One-Pot Substitution/Smiles Rearrangement/Cyclization Proc...

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有机合成创新—产业化的新动力——中国化学会全国第三届有机合成化学与过程学术讨论会

作者： Huang,Aiping~a Li,Jing~a Zhan,Chunjing~a Liu,Yanli~a Ma,Chen~(*,a,b) (a School of Chemistry and Chemical Engineering,Shandong University,Jinan 250100) (b State Key Laboratory of Natural and Biomimetic Drugs,Peking University,Beijing 100191)

Poly(ADP-ribose)polymerases(PARPs) are a family of nuclear enzymes involved in the regulation of a number of cellular processes involving DNA repair and programmed cell *** tumor cells often have compromised DNA repair mechanisms,they are more dependent than normal cells on PARP for DNA repair. Thus,using a PARP inhibitor to shut down the DNA repair mechanism has the potential to enhance the therapeutic benefit of DNA-damaging anticancer drugs or ionizing radiation.

关键词： pyrroloquinoxaline one-pot reaction smiles rearrangement

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Photoredox catalytic alkylarylation of alkynes with arylsulfonylacetate as bifunctional reagent

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Science China Chemistry 2024年第6期67卷 2022-2028页

作者： Chonglong He Min Wang Yulong Wang Lirong Zhao Youkang Zhou Keyuan Zhang Shenyu Shen Yaqiong Su Xin-Hua Duan Le Liu School of Chemistry Engineering Research Center of Energy Storage Materials and DevicesMinistry of EducationXi’an Key Laboratory of Sustainable Energy Material ChemistryXi’an Jiaotong UniversityXi’an710049China

Difunctionalization of alkynes represents a powerful and straightforward approach to the synthesis of complex ***,the radical difunctionalization of alkynes mediated by bifunctional reagents remains challenging and underexplored,despite significant progress having been made in alkene ***,we report a novel arylsulfonylacetate skeleton in which aryl rings are attached to acetates through SO_(2),serving as a powerful bifunctional reagent for the alkylarylation of alkynes via vinyl-radical intermediate under photoredox *** modular bifunctional reagent enables the simultaneous incorporation of a wide range of functional groups,including(hetero)aryl ring and alkyl carboxylate into alkynes,resulting in synthetically valuable all-carbon tetrasubstituted alkene *** transformation is distinguished by its redox-neutral nature,readily accessible starting materials,compatibility with diverse functional groups and its capacity to facilitate convergent *** utility of this approach was further demonstrated by the late-stage functionalization of complex molecules and the preparation of fluorescent molecules and anti-cancer drugs.

关键词： bifunctional reagent photoredox catalysis smiles rearrangement alkylarylation tetrasubstituted acyclic all-carbon olefins

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