Metal-free synthesis of unsymmetric bis(thioesters)

Bołt, Małgorzata; Mermela, Aleksandra; Hanek, Kamil; Żak, Patrycja

doi:10.1039/d2cc05160e

Cited by 4 publications

(3 citation statements)

References 30 publications

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“…In 2023, Bołt and colleagues described an intriguing hydrogermylation protocol (Figure 67). [238] This involved the utilization of an octacarbonyl dicobalt(0) complex in conjunction with a bulky NHC ligand, resulting in highly regioselective Markovnikov addition of hydrogermanes to various alkynes.…”

Section: Selected Applications Of 1‐alkynylsilanesmentioning

confidence: 99%

Synthesis of Alkynylsilanes: A Review of the State of the Art

Kuciński

2024

Adv Synth Catal

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This contribution offers a comprehensive overview of methods for forging sp C–Si bonds. Over time, alkynylsilanes (silylacetylenes), once considered mere byproducts of hydrosilylation processes, have become essential building blocks in organic synthesis. This literature review traces the evolution of their synthesis, from traditional methodologies relying on organolithium and organomagnesium compounds to more advanced cross‐coupling reactions involving hydro‐ and carbosilanes. Focused primarily on the past 25 years (2000‐2024), it also extensively references significant historical breakthroughs. By analyzing synthetic methodologies, the review not only offers a comprehensive survey of the current state of knowledge but also identifies areas for improvement. Furthermore, to emphasize the importance of 1‐alkynylsilanes (1‐silyl‐1‐alkynes), selected applications of these compounds are highlighted, confirming their significant potential in organic synthesis.

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Section: Selected Applications Of 1‐alkynylsilanesmentioning

confidence: 99%

Synthesis of Alkynylsilanes: A Review of the State of the Art

Kuciński

2024

Adv Synth Catal

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“…189 Recently, cobalt-catalyzed Markovnikovtype selective hydrogermylation of terminal alkynes was developed by Bolt and co-workers to access a-vinyl germanes. 190 The authors speculated that bulky ligands played an essential role in the control of regioselectivity, leading to the branched product in the hydrogermylation of terminal alkynes (Scheme 47).…”

Section: Markovnikov-type Selective Hydrogermylation Of Terminal Alkynesmentioning

confidence: 99%

Metal-catalyzed Markovnikov-type selective hydrofunctionalization of terminal alkynes

Chen,

Wei,

et al. 2024

Chem. Soc. Rev.

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“…Recently, we have designed and successfully tested a simple, chemoselective protocol for the synthesis of thioesters in thiol-enal addition, catalyzed by an in situ generated bulky NHC ligand. 10,11 This approach has led exclusively to thioesters in high yields without side-products originating from the Michael addition to the α,β-unsaturated system. Inspired by this work and bearing in mind the applications of thioester moieties in polymer chemistry, we turned our attention to polyhedral oligomeric silsesquioxanes (POSS®, SQ), which are well-defined, nanometric cage entities with the general formula [RSiO 1 .5 ] n with a robust and thermally stable siloxane framework.…”

Section: Introductionmentioning

confidence: 99%