Recent Advances of Thiamine in Organic Synthesis

Zhang, Ning; Yu, Xue; Zhang, Yuewei

doi:10.1002/adsc.202200098

Cited by 4 publications

(1 citation statement)

References 124 publications

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“…15 However, VB1 has been used as an organocatalyst for a number of organic transformations. 16 We have chosen to examine vitamin B1 (also known as thiamin, 1) as the NSHC ligand precursor because VB1, containing substituted pyrimidine connected through a CH 2 linker to the thiazolium ring, is cheap, readily available, degradable, and water soluble. It is an essential micronutrient for humans, found in food and commercially synthesized to be a dietary supplement or medication.…”

Section: Introductionmentioning

confidence: 99%

Vitamin B1-based thiazol-2-ylidene–Ru(ii) complexes: recyclable transfer hydrogenation catalysts in water

Kılınçarslan,

Tuncer,

Özdemir

et al. 2024

Dalton Trans.

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Section: Introductionmentioning

confidence: 99%

Vitamin B1-based thiazol-2-ylidene–Ru(ii) complexes: recyclable transfer hydrogenation catalysts in water

Kılınçarslan,

Tuncer,

Özdemir

et al. 2024

Dalton Trans.

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Thiamine (Vitamin B1) Promoted Organic Transformations: A Recent Updates

Shaw,

Prakash

2024

Chemistry An Asian Journal

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Due to the growing significance of sustainable and environmentally friendly organic transformations, there has been increasing interest in utilizing vitamins as catalysts owing to their green nature, biocompatibility, and ease of preparation. Among these, Vitamin B1, also known as thiamine stands out for its nonflammable, water‐soluble, inexpensive, and non‐toxic characteristics. This review summarized recent developments on the catalytic application of Vitamin B1 in organic transformations, particularly in facilitating C‐C and C‐X (N, O, S) bond formations, thus demonstrating its efficacy in synthesizing complex molecules. Vitamin B1 exhibits versatility in these reactions, functioning as both an organocatalyst as well as a co‐catalyst or ligand with other metal catalysts. The review also delves into the application of thiamine diphosphate ‐dependent enzymes as catalysts in organic reactions, drawing inspiration from natural enzymatic processes. Additionally, the mechanistic intricacies of thiamine‐catalyzed reactions and the roles of co‐catalysts or additives are thoroughly examined, providing insights into reaction pathways and facilitating informed catalyst design strategies.

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Synthesis and Characterization of Ru(II)−NSHC Catalysts Bearing Thiamine Analogs in Water‐Solvent Transfer Hydrogenation Catalysis

Kılınçarslan,

Menderes,

Tuncer

et al. 2024

Eur J Inorg Chem

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Thiamine analogues with 3‐methyl and 4‐(2‐hydroxyethyl) substituents on the backbone of thiazole ring, were used to synthesize monodentate Ru(II)‐thiazolylidene complexes in a single step via transmetalation under mild conditions. These novel complexes catalyze the conversion of ketones and aldehydes to alcohols by transfer hydrogenation in a 5:2 HCO2H/NEt3 buffer in water. However, their efficiency was found to be much lower than the thiamine‐derived bidentate Ru(II) complexes, which strongly indicates that the ‘N‐H’ plays a crucial role in the reaction.

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Recent Advances of Thiamine in Organic Synthesis

Cited by 4 publications

References 124 publications

Vitamin B1-based thiazol-2-ylidene–Ru(ii) complexes: recyclable transfer hydrogenation catalysts in water

Vitamin B1-based thiazol-2-ylidene–Ru(ii) complexes: recyclable transfer hydrogenation catalysts in water

Thiamine (Vitamin B1) Promoted Organic Transformations: A Recent Updates

Synthesis and Characterization of Ru(II)−NSHC Catalysts Bearing Thiamine Analogs in Water‐Solvent Transfer Hydrogenation Catalysis

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