C–H Trifluoromethylthiolation of aldehyde hydrazones

• Victor Levet,
• Balu Ramesh,
• Congyang Wang and
• Tatiana Besset

Beilstein J. Org. Chem. 2024, 20, 2883–2890, doi:10.3762/bjoc.20.242

• synthetic platform. Starting from readily available (hetero)aromatic and aliphatic hydrazones, the formation of a C–SCF3 bond was achieved under oxidative and mild reaction conditions in the presence of the readily available AgSCF3 salt via a one-pot sequential process (28 examples, up to 91% yield

Chemo-enzymatic total synthesis: current approaches toward the integration of chemical and enzymatic transformations

• Ryo Tanifuji and
• Hiroki Oguri

Beilstein J. Org. Chem. 2024, 20, 1693–1712, doi:10.3762/bjoc.20.151

• novel paradigm for exploiting the inherent specificity and efficiency of enzymatic catalysts within synthetic sequences. The integration of designed substrate analogs that can be transformed by promiscuous enzymes provides a versatile synthetic platform towards natural products and their derivatives. In

Electrophotochemical metal-catalyzed synthesis of alkylnitriles from simple aliphatic carboxylic acids

• Yukang Wang,
• Yan Yao and
• Niankai Fu

Beilstein J. Org. Chem. 2024, 20, 1497–1503, doi:10.3762/bjoc.20.133

• electrophotochemical transition metal catalysis [26][27][28][29][30][31] as a unique and powerful synthetic platform for radical decarboxylative functionalization of aliphatic carboxylic acids [32][33][34][35][36][37]. In particular, the commonly required high activation energy for radical decarboxylation was provided

Entry to new spiroheterocycles via tandem Rh(II)-catalyzed O–H insertion/base-promoted cyclization involving diazoarylidene succinimides

• Alexander Yanovich,
• Anastasia Vepreva,
• Ksenia Malkova,
• Grigory Kantin and
• Dmitry Dar’in

Beilstein J. Org. Chem. 2024, 20, 561–569, doi:10.3762/bjoc.20.48

• towards spirocyclic scaffolds as a goal of great value [6][7][8][9]. A rich synthetic platform for the design of various types of spiroheterocycles is provided by cyclic diazo compounds [10]. Recently, we and others have demonstrated the efficient use of diazoarylidene succinimides (DAS, 1) in the

Cyanothioacetamides as a synthetic platform for the synthesis of aminopyrazole derivatives

• Valeriy O. Filimonov,
• Alexandra I. Topchiy,
• Vladimir G. Ilkin,
• Tetyana V. Beryozkina and
• Vasiliy A. Bakulev

Beilstein J. Org. Chem. 2023, 19, 1191–1197, doi:10.3762/bjoc.19.87

Heterogeneous metallaphotoredox catalysis in a continuous-flow packed-bed reactor

• Wei-Hsin Hsu,
• Susanne Reischauer,
• Peter H. Seeberger,
• Bartholomäus Pieber and
• Dario Cambié

Beilstein J. Org. Chem. 2022, 18, 1123–1130, doi:10.3762/bjoc.18.115

• Berlin, Germany 10.3762/bjoc.18.115 Abstract Metallaphotoredox catalysis is a powerful and versatile synthetic platform that enables cross-couplings under mild conditions without the need for noble metals. Its growing adoption in drug discovery has translated into an increased interest in sustainable

Menadione: a platform and a target to valuable compounds synthesis

• Acácio S. de Souza,
• Ruan Carlos B. Ribeiro,
• Dora C. S. Costa,
• Fernanda P. Pauli,
• David R. Pinho,
• Matheus G. de Moraes,
• Fernando de C. da Silva,
• Luana da S. M. Forezi and
• Vitor F. Ferreira

Beilstein J. Org. Chem. 2022, 18, 381–419, doi:10.3762/bjoc.18.43

• ; quinone; synthetic platform; vitamin K; Introduction Naphthoquinones belong to the chemical family of quinones and are widely present in synthetic and natural products (Figure 1). In nature, quinones are biosynthesized as secondary metabolites by various organisms, from simple single-celled

• makes menadione a very interesting structural model for the development of new bioactive compounds. Considering the great potential of menadione, mainly in biological applications, in this review several applications involving its synthesis and its use as a versatile synthetic platform will be discussed

Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea

• Aleksandr I. Kobelev,
• Nikita A. Tretyakov,
• Ekaterina E. Stepanova,
• Maksim V. Dmitriev,
• Michael Rubin and
• Andrey N. Maslivets

Beilstein J. Org. Chem. 2019, 15, 2864–2871, doi:10.3762/bjoc.15.280

• spiro-fused to a pharmacologically valuable pyrrole-2-one fragment and to investigate the scope and conditions of their PTR behavior (Scheme 2). Results and Discussion 1H-Pyrrole-2,3-diones fused at [e]-side (FPDs) 1 can be viewed as a versatile polyelectrophilic synthetic platform (Figure 2), enabling

In search of visible-light photoresponsive peptide nucleic acids (PNAs) for reversible control of DNA hybridization

• Lei Zhang,
• Greta Linden and
• Olalla Vázquez

Beilstein J. Org. Chem. 2019, 15, 2500–2508, doi:10.3762/bjoc.15.243

• avenues for the investigation of other photoswitchable PNAs and pursuing visible-light modulation. Herein, we report the design of a versatile synthetic platform to derivatize PNAs with different photoswitches (Figure 1), which has never been studied in the context of PNA. After incorporation, their

A mechanochemical approach to access the proline–proline diketopiperazine framework

• Nicolas Pétry,
• Hafid Benakki,
• Eric Clot,
• Pascal Retailleau,
• Farhate Guenoun,
• Fatima Asserar,
• Chakib Sekkat,
• Thomas-Xavier Métro,
• Jean Martinez and
• Frédéric Lamaty

Beilstein J. Org. Chem. 2017, 13, 2169–2178, doi:10.3762/bjoc.13.217

• chemists have used DKPs extensively as a synthetic platform, easily synthesized and stereochemically controlled, for the preparation of small bioactive molecules [4][5]. DKPs have also been considered as chiral auxiliaries in asymmetric synthesis [6]. Furthermore, the rigidity of the DKPs is a unique

NMR reaction monitoring in flow synthesis

• M. Victoria Gomez and
• Antonio de la Hoz

Beilstein J. Org. Chem. 2017, 13, 285–300, doi:10.3762/bjoc.13.31

• , bubbles, precipitation and dirty flow cells among others) are present at this small scale [28]. Finally, Cronin et al. [50] described a synthetic platform that incorporates a flow reactor, an in-line benchtop NMR instrument (Spinsolve from Magritek) to monitor the organic reactions, and a control system

The digital code driven autonomous synthesis of ibuprofen automated in a 3D-printer-based robot

• Philip J. Kitson,
• Stefan Glatzel and
• Leroy Cronin

Beilstein J. Org. Chem. 2016, 12, 2776–2783, doi:10.3762/bjoc.12.276

• software developed for the robot. It was determined that the minimum number of pumps necessary to effect the synthesis of ibuprofen by our chosen route was five, to accommodate the starting materials and reagents required. Synthetic strategy The synthesis modified for use with our automated synthetic

• platform is a three-step synthesis of the popular nonsteroidal anti-inflammatory drug ibuprofen ((R,S)-2-(4-(2-methylpropyl)phenyl)propanoic acid) starting from isobutylbenzene and propanoic acid (see Scheme 1). These starting materials undergo a Friedel–Crafts acylation using trifluoromethanesulfonic

Electron-transfer-initiated benzoin- and Stetter-like reactions in packed-bed reactors for process intensification

• Anna Zaghi,
• Daniele Ragno,
• Graziano Di Carmine,
• Carmela De Risi,
• Olga Bortolini,
• Pier Paolo Giovannini,
• Giancarlo Fantin and
• Alessandro Massi

Beilstein J. Org. Chem. 2016, 12, 2719–2730, doi:10.3762/bjoc.12.268

• homogeneous NHCs [13][14]. On the other hand, heterogeneous catalysis in microstructured flow reactors represents a robust synthetic platform, with benefits over the corresponding batch processes such as catalyst stability, lower degradation of supports, and ease of scale-up with minimal changes to the

Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp² C–H and sp³ C–H bonds

• Nivesh Kumar,
• Santanu Ghosh,
• Subhajit Bhunia and
• Alakesh Bisai

Beilstein J. Org. Chem. 2016, 12, 1153–1169, doi:10.3762/bjoc.12.111

• ) strategy. The methodology has been broadly applied to a wide range of substrates affording 2-oxindoles in good yields in a facile one-pot C-alkylation concomitant with oxidative coupling strategy. These products serve as a great synthetic platform for several indole-based natural products. The methodology

Partial thioamide scan on the lipopeptaibiotic trichogin GA IV. Effects on folding and bioactivity

• Marta De Zotti,
• Barbara Biondi,
• Cristina Peggion,
• Matteo De Poli,
• Haleh Fathi,
• Simona Oancea,
• Claudio Toniolo and
• Fernando Formaggio

Beilstein J. Org. Chem. 2012, 8, 1161–1171, doi:10.3762/bjoc.8.129

• -benzotriazole (HOBt) [52] method turned out to be appropriate for the formation of the other peptide bonds. The yields of the segment condensation reactions were good (75–83%). An important feature, which makes trichogin GA IV a versatile synthetic platform, is the presence of as many as seven achiral (Aib or