158053-33-9Relevant articles and documents
Dehydrative Nazarov-type electrocyclizations of alkenyl (hetero)aryl carbinols via calcium catalysis: Access to cyclopenta[b]thiophenes and indene derivatives
Martin, M. Cynthia,Sandridge, Matthew J.,Williams, Corey W.,Francis, Zola A.,France, Stefan
, p. 4093 - 4108 (2017)
A general approach to the understudied cyclopenta[b]thiophenes is reported. The products were directly generated from calcium-catalyzed, dehydrative, Nazarov-type electrocyclizations of alkenyl thienyl carbinols in up to 82% yield. The thienyl carbinols demonstrated good tolerance for aryl and heteroaryl substituents on the alkene. Aryl carbinols were also amenable to the calcium-catalyzed conditions and afforded indene derivatives in good yields. In most cases, the reaction was selective for the thermodynamic alkene isomer; however, substituent effects played a role in determining product outcomes. Mechanistically, the calcium catalyst initiated formation of alkenyl (hetero)aryl carbinyl cations which subsequently underwent a 4π electrocyclization and elimination that is reminiscent of the Nazarov reaction. This transformation is significant for two main reasons: 1) it represents one of the only examples of catalysis for dehydrative, Nazarov-type electrocyclizations in which thiophene was compatible; 2) it allowed for the direct formation of cyclopenta[b]thiophenes while circumventing the need for cyclopenta[b]thiophenones as precursors.
Direct Hydrodecarboxylation of Aliphatic Carboxylic Acids: Metal- and Light-Free
Burns, David J.,Lee, Ai-Lan,McLean, Euan B.,Mooney, David T.
supporting information, p. 686 - 691 (2022/01/28)
A mild and inexpensive method for direct hydrodecarboxylation of aliphatic carboxylic acids has been developed. The reaction does not require metals, light, or catalysts, rendering the protocol operationally simple, easy to scale, and more sustainable. Crucially, no additional H atom source is required in most cases, while a broad substrate scope and functional group tolerance are observed.
1-cyclohexylpyrazolone carboxylesterase 1 inhibitor as well as preparation and application thereof
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Paragraph 0036; 0073-0076, (2021/01/30)
The invention discloses a 1-cyclohexylpyrazolone carboxylesterase 1 inhibitor as well as preparation and application thereof. The structural general formula of the carboxylesterase 1 inhibitor is shown in the specification, wherein R1 and R2 are any one of phenyl, benzyl, 2-methylphenyl, 4-methylphenyl, 4-methylbenzyl and 2-naphthyl respectively. The IC50 for preparing hCES1A reaches 50 nanomoles,and the ratio of the IC50 for inhibiting hCES2A to the IC50 for inhibiting hCES1A can reach 252 times. The inhibitor can improve the oral bioavailability of carboxylic ester exogenous prodrugs by inhibiting the activity of human carboxylesterase subtype 1, or can be used as a synergist of clopidogrel, and can also effectively inhibit the generation of fat cell lipid droplets induced by a mouse preadipose 3T3-L1 cell line. According to the carboxylesterase 1 inhibitor, the raw materials are easy to obtain, the cost is low, the synthesis process is simple, and the yield is high; the inhibitionactivity is high, the selectivity is good, and the application prospect is great.