Synthesis of unprotected glyco-alkynones <i>via</i> molybdenum-catalyzed carbonylative Sonogashira cross-coupling reaction

Darbem, Mariana P.; Esteves, Henrique A.; Burrow, Robert A.; Soares-Paulino, Antônio A.; Pimenta, Daniel Carvalho; Stefani, Hélio A.

doi:10.1039/d1ra08388k

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2023

2024

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Cited by 4 publications

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“…The corresponding glyco‐alkynones were obtained in high to excellent yields (65 %–99 %), employing different acetylenes, ranging from aromatic, heteroaromatic, and alkyl [8b] . In the second approach, the reaction was carried out with the unprotected 2‐iodoglucal using CO gas and Mo(CO) 6 as a catalyst [8g] . In this case, the yield ranged from 20 % to 89 % (Scheme 1A).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Gluco‐Alkynones via a Carbonylative Coupling Reaction Using 1‐Iodoglucal

Paschoalin,

Toledo,

Veríssimo

et al. 2023

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Herein, we report a simple and efficient synthesis of gluco‐alkynones obtained through the carbonylative coupling reaction of 1‐iodoglucal, catalyzed by palladium. A broad range of gluco‐alkynones were prepared with various aromatic aryl‐ and heteroaryl‐substituted alkynes. The reaction proved to be limiting for alkyl and propargyl acetylenes. Reactions occur within short times and in moderate to excellent yields.

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Section: Introductionmentioning

confidence: 99%