Emerging trends in the optimization of organic synthesis through high-throughput tools and machine learning

• Pablo Quijano Velasco,
• Kedar Hippalgaonkar and
• Balamurugan Ramalingam

Beilstein J. Org. Chem. 2025, 21, 10–38, doi:10.3762/bjoc.21.3

• transformations based on diazonium chemistry, in parallel (Figure 4). A total of 96 reaction conditions were tested, leading to optimized reaction parameters in less than an hour. Chatterjee et al. [55] introduced the concept of radial synthesis to perform multiple single-step chemical reactions or to decouple

Synthesis of new pyrazolo[1,2,3]triazines by cyclative cleavage of pyrazolyltriazenes

• Nicolai Wippert,
• Martin Nieger,
• Claudine Herlan,
• Nicole Jung and
• Stefan Bräse

Beilstein J. Org. Chem. 2021, 17, 2773–2780, doi:10.3762/bjoc.17.187

• 4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazines, were not successful under similar conditions due to the higher stability of the triazene functionality in the regioisomeric precursors and thus, the failure of the removal of the protective group. Keywords: cyclization; diazonium chemistry; pyrazoles

A visible-light-induced, metal-free bis-arylation of 2,5-dichlorobenzoquinone

• Pieterjan Winant and
• Wim Dehaen

Beilstein J. Org. Chem. 2021, 17, 2315–2320, doi:10.3762/bjoc.17.149

• journal [22]. Attempts at reducing aryldiazonium salts organocatalytically have also been successful [23][24][25][26]. Inspired by the seminal work by Sanford [27], König et al. [28] designed a simple and effective CH-arylation reaction combining diazonium chemistry with photoredox catalysis. By using

• combining photoredox and diazonium chemistry. By starting from the commercially available 2,5-dichlorobenzoquinone (1), we eliminate the issue of regioselectivity and effectively create a green synthesis pathway towards a versatile bis-electrophile. Results and Discussion We initiated our investigation by

On the mechanism of photocatalytic reactions with eosin Y

• Michal Majek,
• Fabiana Filace and
• Axel Jacobi von Wangelin

Beilstein J. Org. Chem. 2014, 10, 981–989, doi:10.3762/bjoc.10.97

• with arenediazonium salts are often more selective than traditional methods such as copper(II)-mediated Meerwein arylations [11] or protocols employing stoichiometric iron(II) or titanium(III) reductants in aqueous media [12][13][14]. This renaissance of arene diazonium chemistry has recently led to