KOt-Bu promoted homocoupling and decomposition of N′-aryl acylhydrazines: synthesis of unsymmetric N′,N′-diaryl acylhydrazines

Wang, Wei‐juan; Zhang, Ting; Duan, Li‐jun; Zhang, Xue‐Jing; Yan, Ming

doi:10.1016/j.tet.2015.10.023

Cited by 8 publications

(3 citation statements)

References 25 publications

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“…Experimental procedures and characteristic data for all synthesized compounds are given in the Supplementary Information [ 58 , 59 , 60 , 61 , 62 , 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 ].…”

Section: Methodsmentioning

confidence: 99%

Regioselective Cycloaddition of Nitrile Imines to 5-Methylidene-3-phenyl-hydantoin: Synthesis and DFT Calculations

Filkina

Baray

Белоглазкина

et al. 2023

IJMS

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Nitrile imine cycloaddition to hydantoins containing an exocyclic C=C double bond has been previously described in a very limited number of examples. In this work, regioselective synthesis of spiro-pyrazoline-imidazolidine-2,4-diones based on a 1,3-dipolar cycloaddition reaction of nitrile imines to 5-methylidene-3-phenyl-hydantoin have been proposed. It was found that, regardless of the nature of the aryl substituents at the terminal C and N atoms of the C-N-N fragment of nitrile imine (electron donor or electron acceptor), cycloaddition to the 5-methylidenhydantoin exocyclic C=C bond proceeds regioselectively, and the terminal nitrogen atom of the nitrile imine connects to the more sterically hindered carbon atom of the double bond, which leads to the formation of a 5-disubstituted pyrazoline ring. The observed cycloaddition regioselectivity was rationalized using DFT calculations of frontier molecular orbital interactions, global CDFT reactivity indices, and minimum energy paths.

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Section: Methodsmentioning

confidence: 99%

Regioselective Cycloaddition of Nitrile Imines to 5-Methylidene-3-phenyl-hydantoin: Synthesis and DFT Calculations

Filkina

Baray

Белоглазкина

et al. 2023

IJMS

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“…74 It is an extension of the country's emphasis on sovereignty to the digital domain, as part of its broader push to assert its authority and influence over external influences, including the Brussels Effect. 75 Cyber-sovereignty was so influential in China that all legislative proposals that followed carried this kitemark. Far from the technical connotation concerning defence against cyber-attacks, cyber-sovereignty is broadly conceived to reflect upon, and give expression to, the national emphasis on security, stability and sovereignty.…”

Section: A Constellation Of Other Lawsmentioning

confidence: 99%

From Brussels Effect to Gravity Assists: Understanding the Evolution of the GDPR-Inspired Personal Information Protection Law in China

Li,

Chen

2023

Preprint

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This paper explores the evolution of China’s Personal Information Protection Law (PIPL) and situates it within the context of global data protection development. It draws inspiration from the theory of ‘Brussels Effect’ and its precedents, that describes the extraterritorial influence of EU regulations. Our objective is not to provide a commentary on China’s legal development but to illuminate the intricate dynamics between the Chinese law and the EU’s GDPR. It is argued that the trajectory of China’s Personal Information Protection Law calls into question the applicability of the Brussels Effect: while the GDPR’s imprint on the PIPL is evident, a deeper analysis unveils China’s nuanced, non-linear adoption that diverges from many assumptions of the Brussels Effect and similar theories. The evolution of the GDPR-inspired PIPL is not as a straightforward outcome of the Brussels Effect but as a nuanced, intricate interplay of external influence and domestic dynamics. We introduce a complementary theory of ‘gravity assist’ which portrays China’s strategic instrumentalisation of the GDPR as a template to shape its unique data protection landscape. Our conceptual framework highlights how China navigates through a patchwork of internal considerations, international standards, and strategic choices, ultimately sculpting a data protection regime that has a similar appearance to the GDPR but aligns with its distinct political, cultural and legal landscape. This reveals much about how China takes in the foundational premises of data protection that are inherently built in Europe’s cherishment of the rule of law, democracy and human rights on the one hand, and the evaluation of data protection as a fundamental right. Based on a detailed historical and policy analysis of the PIPL, and reasonable speculations on its future avenues, we substantiate this theory and argue that this strategic, instrumental approach to alignment underscores the limitations of applying the Brussels Effect and similar theoretical frameworks to a non-Western jurisdiction like China.

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“…Recently we found that KOt-Bu/THF could promote homocoupling and decomposition of N′-arylacylhydrazines. 15 A series of N′,N′-diarylacylhydrazines were synthesized [Scheme 1 (1)]. During the study, we found that the reaction of 2-chlorobenzohydrazide 1a under the refluxing condition did not give the expected N′,N′-diarylacylhydrazine, instead 1-phenylindazolone 2a was obtained in good yield [Scheme 1 (2)].…”

mentioning

confidence: 99%

A Convenient Synthesis of 1-Aryl- and 2-Aryl-Substituted Indazolones via Intramolecular C–N Coupling Promoted by KOt-Bu

Wang

Chen

et al. 2016

Synthesis

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KOt-Bu promoted homocoupling and decomposition of N′-aryl acylhydrazines: synthesis of unsymmetric N′,N′-diaryl acylhydrazines

Cited by 8 publications

References 25 publications

Regioselective Cycloaddition of Nitrile Imines to 5-Methylidene-3-phenyl-hydantoin: Synthesis and DFT Calculations

Regioselective Cycloaddition of Nitrile Imines to 5-Methylidene-3-phenyl-hydantoin: Synthesis and DFT Calculations

From Brussels Effect to Gravity Assists: Understanding the Evolution of the GDPR-Inspired Personal Information Protection Law in China

A Convenient Synthesis of 1-Aryl- and 2-Aryl-Substituted Indazolones via Intramolecular C–N Coupling Promoted by KOt-Bu

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