Intermolecular water attack to alkenylgold carbenes derived from 3-propargylindoles

• Lorena Renedo,
• Marta Solas,
• Samuel Suárez-Pantiga and
• Roberto Sanz

Beilstein J. Org. Chem. 2026, 22, 1221–1228, doi:10.3762/bjoc.22.98

• activated alkyne was not observed. Keywords: alcohols; gold catalysis; hydroxylation; indoles; vinyl carbenes; Introduction Gold-catalyzed reactions involving the generation of alkenyl carbene intermediates have emerged as a powerful synthetic tool due to their diversified transformation sites. Typical

1,4-Dithianes: attractive C2-building blocks for the synthesis of complex molecular architectures

• Bram Ryckaert,
• Ellen Demeyere,
• Frederick Degroote,
• Hilde Janssens and
• Johan M. Winne

Beilstein J. Org. Chem. 2023, 19, 115–132, doi:10.3762/bjoc.19.12

• the relative stereochemistry (Scheme 17) [108][109]. 6 Synthetic equivalents of vinyl carbenes in (2 + 1) cycloadditions: Au(I)-catalyzed generation of 1,4-dithiane-fused vinylcarbene species In 2007, Wang and co-workers reported a gold-catalyzed Parham-type 1,2-sulfur migration to generate in situ a

Synthesis of 1,2-divinylcyclopropanes by metal-catalyzed cyclopropanation of 1,3-dienes with cyclopropenes as vinyl carbene precursors

• Jesús González,
• Alba de la Fuente,
• María J. González,
• Laura Díez de Tejada,
• Luis A. López and
• Rubén Vicente

Beilstein J. Org. Chem. 2019, 15, 285–290, doi:10.3762/bjoc.15.25

• –vinyl carbenes generated from vinyldiazoacetates (Scheme 1b) [14][15][16]. This reaction has been fruitfully exploited, although it is inherently limited by the restricted availability of potentially explosive diazo compounds. Consequently, the use of alternative vinyl carbene precursors is highly

• desirable to expand the accessibility to 1,2-divinylcyclopropanes [17][18][19]. In this regard, cyclopropenes have demonstrated to be suitable precursors of metal–vinyl carbenes [20][21], which can be easily trapped with alkenes [22][23][24][25]. Our recent studies showed that simple ZnCl2 could be used to

• good yield (77%) in a stereoctive manner (Scheme 4). Finally, we were curious to study the reactivity of metal–vinyl carbenes generated from 3,3-disubstituted cyclopropenes with some particular dienes (Scheme 5). Interestingly, we found that the reaction of cyclopropenes 1a,b with furan (6) using ZnCl2