scholarly journals Aldehydes: magnificent acyl equivalents for direct acylation

2020 ◽  
Vol 18 (40) ◽  
pp. 7987-8033
Author(s):  
Prashant Kumar ◽  
Sriparna Dutta ◽  
Sandeep Kumar ◽  
Vijay Bahadur ◽  
Erik V. Van der Eycken ◽  
...  
Keyword(s):  
Direct Acylation ◽  
Selective Acylation

This review sheds light on the use of aldehydes in the selective acylation of arene, heteroarene and alkyl (sp3, sp2 and sp) C–H bonds by proficient utilization of the C–H activation strategy.

scholarly journals Benzylic C−H acylation by cooperative NHC and photoredox catalysis

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Qing-Yuan Meng ◽  
Lena Lezius ◽  
Armido Studer
Keyword(s):  
Organic Molecules ◽  
Functional Group ◽  
Photoredox Catalysis ◽  
Diverse Range ◽  
Site Selectivity ◽  
Aryl Ketones ◽  
Direct Acylation ◽  
Selective Acylation ◽  
Site Selective ◽  
Complex Organic

AbstractMethods that enable site selective acylation of sp3 C-H bonds in complex organic molecules are not well explored, particularly if compared with analogous transformations of aromatic and vinylic sp2 C-H bonds. We report herein a direct acylation of benzylic C-H bonds by merging N-heterocyclic carbene (NHC) and photoredox catalysis. The method allows the preparation of a diverse range of benzylic ketones with good functional group tolerance under mild conditions. The reaction can be used to install acyl groups on highly functionalized natural product derived compounds and the C-H functionalization works with excellent site selectivity. The combination of NHC and photoredox catalysis offers options in preparing benzyl aryl ketones.

scholarly journals A novel pathway for lipid biosynthesis: the direct acylation of glycerol

2001 ◽  
Vol 42 (12) ◽  
pp. 1979-1986
Author(s):  
Douglas P. Lee ◽  
Andrew S. Deonarine ◽  
Martin Kienetz ◽  
Quansheng Zhu ◽  
Monika Skrzypczak ◽  
...  
Keyword(s):  
Lipid Biosynthesis ◽  
Direct Acylation

ChemInform Abstract: HIGHLY SELECTIVE ACYLATION OF AMINES AND ALCOHOLS BY POLY(3-ACYL-2-OXAZOLONE)

1982 ◽  
Vol 13 (31) ◽  
Author(s):  
T. KUNIEDA ◽  
T. HIGUCHI ◽  
Y. ABE ◽  
M. HIROBE
Keyword(s):  
Selective Acylation

Candida antarctica lipase B-catalyzed regioselective deacylation of dihydroxybenzenes acylated at both phenolic hydroxy groups

2016 ◽  
Vol 94 (1) ◽  
pp. 44-49 ◽  
Author(s):  
Toshifumi Miyazawa ◽  
Manabu Hamada ◽  
Ryohei Morimoto
Keyword(s):  
Candida Antarctica ◽  
Candida Antarctica Lipase B ◽  
Candida Antarctica Lipase ◽  
Primary Alcohols ◽  
Lipase B ◽  
Highly Active ◽  
Direct Acylation ◽  
Acyl Acceptors ◽  
Hydroxy Groups ◽  
Phenolic Hydroxy

Candida antarctica lipase B proved to be highly active in the deacylation of substituted hydroquinones and resorcinols acylated at both phenolic hydroxy groups. The deacylation reactions were much faster than the corresponding direct acylations of these dihydroxybenzenes catalyzed by the same lipase. More importantly, they took place generally in a markedly regioselective manner: the acyloxy group remote from the substituent was preferentially cleaved. The main or exclusive products obtained were the regioisomers of those produced through the direct acylation of the dihydroxybenzenes. In the case of alkyl-substituted hydroquinone derivatives, the regioselectivity increased with an increase in the bulk of the substituent. In the case of 4-substituted diacylated resorcinols, the 3-O-monoacyl derivatives were obtained generally as the sole products. Quite interestingly, some secondary alcohols proved to act as better acyl acceptors than the corresponding primary alcohols in these enzymatic deacylations.

Regioselectivity among six secondary hydroxyl groups: selective acylation of the least reactive hydroxyl groups of inositol

2012 ◽  
Vol 48 (18) ◽  
pp. 2448 ◽  
Author(s):  
Amol M. Vibhute ◽  
Adiyala Vidyasagar ◽  
Saritha Sarala ◽  
Kana M. Sureshan
Keyword(s):  
Hydroxyl Groups ◽  
Secondary Hydroxyl ◽  
Selective Acylation

Palladium-Catalyzed Direct Acylation: One-Pot Relay Synthesis of Anthraquinones

Synthesis ◽  
2018 ◽  
Vol 51 (03) ◽  
pp. 769-779 ◽  
Author(s):  
Gedu Satyanarayana ◽  
Basuli Suchand
Keyword(s):  
Acylation Reaction ◽  
One Pot ◽  
Palladium Catalyzed ◽  
Direct Acylation

A bis-acylation strategy to access functionalized anthraquinones via one-pot relay process, is presented. The first acylation was feasible under [Pd]-catalyzed intermolecular direct acylation reaction, while, the second acylation was accomplished by using intramolecular Friedel–Crafts acylation. Notably, benchtop aldehydes have been utilized as non-toxic acylation agents in the key [Pd]-catalyzed acylation.

Biocatalyst-mediated selective acylation and deacylation chemistry on the secondary hydroxyl/amine groups of nucleosides

2021 ◽  
pp. 1-17
Author(s):  
Amarendra Mohan Khan ◽  
Narinder Kumar Agnihotri ◽  
Vinay Kumar Singh ◽  
Subash Chandra Mohapatra ◽  
Divya Mathur ◽  
...  
Keyword(s):  
Secondary Hydroxyl ◽  
Selective Acylation ◽  
Amine Groups
Sign in / Sign up

Export Citation Format

Share Document