2017
DOI: 10.1021/acs.oprd.7b00326
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Synthesis of N-Lauroyl Sarcosine by Amidocarbonylation: Comparing Homogeneous and Heterogeneous Palladium Catalysts

Abstract: An improved system for the synthesis of N-acyl amino acids via Pd-catalyzed amidocarbonylation is reported. Utilizing inexpensive Pd black gives the industrially important surfactant N-lauroyl sarcosine in excellent yields (95%) on a multi-gram scale. Advantages of the new system include reusability, decreased process temperature, and, importantly, drastically decreased co-catalyst loading.

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Cited by 2 publications
(2 citation statements)
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“…The products of these reactions have found usage in several biologically active pharmaceuticals and vital natural products [1,2] . Dicobalt octacarbonyl has been broadly used in amidocarbonylation, [3] carbonylation, [4] Pauson‐Khand, [5] and hydroformylation [6] reactions. These cobalt carbonyl compounds are versatile reagents among metal carbonyls for organic and inorganic syntheses.…”
Section: Methodsmentioning
confidence: 99%
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“…The products of these reactions have found usage in several biologically active pharmaceuticals and vital natural products [1,2] . Dicobalt octacarbonyl has been broadly used in amidocarbonylation, [3] carbonylation, [4] Pauson‐Khand, [5] and hydroformylation [6] reactions. These cobalt carbonyl compounds are versatile reagents among metal carbonyls for organic and inorganic syntheses.…”
Section: Methodsmentioning
confidence: 99%
“…The cation-promoted catalysts were synthesized via the deposition-precipitation method with urea and employed as an active catalyst for inter-and intramolecular PK reactions. The reactions were carried out with excellent selectivity and yield to the desired cyclopentenone products under CO atmosphere; though more favorable for the intra PKR, with catalytic activity in order of (5 wt.%) Au/Co 3…”
mentioning
confidence: 99%