Cu(OTf)₂-catalyzed multicomponent reactions

• Sara Colombo,
• Camilla Loro,
• Egle M. Beccalli,
• Gianluigi Broggini and
• Marta Papis

Beilstein J. Org. Chem. 2025, 21, 122–145, doi:10.3762/bjoc.21.7

• emerged among copper catalysts because it can act as a precursor to triflic acid in addition to a powerful copper-catalytic effect. Indeed, Cu(OTf)2 has proven to be an excellent surrogate for triflic acid compared with other metal triflates because it is inexpensive and exhibits high activity with low

The Groebke–Blackburn–Bienaymé reaction in its maturity: innovation and improvements since its 21st birthday (2019–2023)

• Cristina Martini,
• Muhammad Idham Darussalam Mardjan and
• Andrea Basso

Beilstein J. Org. Chem. 2024, 20, 1839–1879, doi:10.3762/bjoc.20.162

• conditions can also be found. 1.1 Metal and Brønsted acid catalysts As previously mentioned, Sc triflate is the most widely used Lewis acid for the GBB reaction, generally exhibiting higher catalytic activity compared to other metal triflates, such as Yb, In or Bi. No extensive work had been done on rare

Ligand effects, solvent cooperation, and large kinetic solvent deuterium isotope effects in gold(I)-catalyzed intramolecular alkene hydroamination

• Ruichen Lan,
• Brock Yager,
• Yoonsun Jee,
• Cynthia S. Day and
• Amanda C. Jones

Beilstein J. Org. Chem. 2024, 20, 479–496, doi:10.3762/bjoc.20.43

• tackle catalyst stability by changing the chloride scavenger [23] or adding other coordinating moieties [24][25]. Hartwig et al. have argued that a Brønsted acid generated in situ from metal triflates may be the “real” catalyst promoting some alkene functionalizations [26]. Therefore, the possibility of

Substituent-controlled construction of A₄B₂-hexaphyrins and A₃B-porphyrins: a mechanistic evaluation

• Seda Cinar,
• Dilek Isik Tasgin and
• Canan Unaleroglu

Beilstein J. Org. Chem. 2023, 19, 1832–1840, doi:10.3762/bjoc.19.135

• porphyrins were detected in the mass spectra of some of the products. 1H NMR analysis of the synthesized hexaphyrins proved that the spectra were in consistence with [26]hexaphyrin aromaticity [29]. Several other metal triflates such as Zn(OTf)2, Gd(OTf)3, and Yb(OTf)3 were also tested as catalysts in the

Synthesis of meso-pyrrole-substituted corroles by condensation of 1,9-diformyldipyrromethanes with pyrrole

• Baris Temelli and
• Pinar Kapci

Beilstein J. Org. Chem. 2022, 18, 1403–1409, doi:10.3762/bjoc.18.145

• amount of pyrrole is presented for the first time. This procedure is a simple and efficient way for the preparation of corroles with a polymerizable substituent on meso-positions. Keywords: corrole; dipyrromethane; macrocycles; metal triflates; pyrrole; Introduction Corroles, a member of contracted

A new approach for the synthesis of bisindoles through AgOTf as catalyst

• Jorge Beltrá,
• M. Concepción Gimeno and
• Raquel P. Herrera

Beilstein J. Org. Chem. 2014, 10, 2206–2214, doi:10.3762/bjoc.10.228

• , since the catalytic ability of these species has been previously invoked by other authors, when metal triflates are used as catalysts in other reactions [54]. Moreover, Brønsted acids have also been employed as promoters of this process [26]. We have performed a comparative study of the reaction between

Synthesis of α-amino amidines through molecular iodine-catalyzed three-component coupling of isocyanides, aldehydes and amines

• Praveen Reddy Adiyala,
• D. Chandrasekhar,
• Jeevak Sopanrao Kapure,
• Chada Narsimha Reddy and
• Ram Awatar Maurya

Beilstein J. Org. Chem. 2014, 10, 2065–2070, doi:10.3762/bjoc.10.214

• were found suitable for conversion of substrates into products when water was used as a nucleophile for amide preparations [13][14]. In the direction of amidine synthesis using isocyanide MCRs, a few catalysts such as p-toluenesulfinic acid [15], metal triflates [16], bromodimethylsulfonium bromide [17

New developments in gold-catalyzed manipulation of inactivated alkenes

• Michel Chiarucci and
• Marco Bandini

Beilstein J. Org. Chem. 2013, 9, 2586–2614, doi:10.3762/bjoc.9.294

• should always be considered when metal triflates are employed [10][11]. Indeed, it was demonstrated that catalytic amounts of TfOH could catalyze some specific additions of oxygen- and nitrogen-based nucleophiles to simple alkenes with comparable efficiency/selectivity as much as some metal triflates [12

Fifty years of oxacalix[3]arenes: A review

• Kevin Cottet,
• Paula M. Marcos and
• Peter J. Cragg

Beilstein J. Org. Chem. 2012, 8, 201–226, doi:10.3762/bjoc.8.22

• -coordinate, with distorted octahedral metal centres, or eight-coordinate, as in the structure illustrated in Figure 17. The same group calculated the apparent binding constants of metal triflates with 3a and 3e [61]. Results showed that the binding constants for 3e were slightly higher than 3a and that the

A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis

• Magnus Rueping and
• Boris J. Nachtsheim

Beilstein J. Org. Chem. 2010, 6, No. 6, doi:10.3762/bjoc.6.6

• reaction was subsequently used by other groups for the synthesis of (all-rac)-α-tocopherol 63 (Vitamin E) and its more stable acetate derivative starting from the two precursors trimethylhydroquinone 61 and isophytol 62 [77][78][79]. Strong Brønsted acids as well as various rare-earth metal triflates and