A Convenient Reduction of Highly Functionalized Aromatic Carboxylic Acids to Alcohols With Borane-THF and Boron Trifluoride-Etherate

Chen, M. H.; Яковлева, Е. И.; Kesten, Suzanne R.; Magano, Javier; Rodrı́guez, David; Sexton, Karen E.; Zhang, J.; Lee, H. T.

doi:10.1080/00304940209355791

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1 Carboxylic Acid Reduction1

Optimization Of the Reaction Conditions1

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2003

2023

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Cited by 9 publications

(2 citation statements)

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“…The following example demonstrates the mild borane reduction, where the nitro group is unharmed by the reduction conditions, to produce large quantities of 3-hydroxy-4-nitrobenzyl alcohol, a key intermediate . A convenient reduction of 3-hydroxy-4-nitrobenzoic acid ( 68 ) with BTHF and BF 3 −etherate was found to deliver the desired alcohol in 91% yield (Scheme ).…”

Section: 1 Carboxylic Acid Reductionmentioning

confidence: 99%

Boron Reagents in Process Chemistry: Excellent Tools for Selective Reductions

2006

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Section: 1 Carboxylic Acid Reductionmentioning

confidence: 99%

Boron Reagents in Process Chemistry: Excellent Tools for Selective Reductions

2006

View full text Add to dashboard Cite

“…The results demonstrate superiority of this new approach to complete successful reductions of aromatic carboxylic acids. [30][31][32][33][34][35][36][37][38][39][40][41][42][43][44] This method offers several notable advantages. Initially, the catalyst utilized in the process can be easily recovered, allowing its reuse and minimizing waste.…”

Section: Optimization Of the Reaction Conditionsmentioning

confidence: 99%