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Highly Chemoselective, Transition-Metal-Free Transamidation of Unactivated Amides and Direct Amidation of Alkyl Esters by N-C/O-C Cleavage.

Journal of the American Chemical Society, 2019
The amide bond is one of the most fundamental functional groups in chemistry and biology, and plays a central role in numerous processes harnessed to streamline the synthesis of key pharmaceutical and industrial molecules.
Guangchen Li   +3 more
semanticscholar   +1 more source

Reactions of amide anions with α-bromo-amides

J. Chem. Soc., Chem. Commun., 1981
The reactions of α-bromoisobutyramides with the anions from amides and a thioamide afford oxazolidin-4-ones and a thiazolidin-4-one, respectively; these are useful intermediates for preparation of ester derivatives.
G. Cavicchioni   +3 more
openaire   +2 more sources

Well-Defined Palladium(II)-NHC Precatalysts for Cross-Coupling Reactions of Amides and Esters by Selective N-C/O-C Cleavage.

Accounts of Chemical Research, 2018
Transition-metal-catalyzed cross-coupling reactions represent a most powerful tool for the rapid construction of C-C and C-X bonds available to synthetic chemists.
Shicheng Shi, S. Nolan, M. Szostak
semanticscholar   +1 more source

NiH-Catalyzed Remote Asymmetric Hydroalkylation of Alkenes with Racemic α-Bromo Amides.

Angewandte Chemie, 2019
Reported here is a terminal-selective, remote asymmetric hydroalkylation of olefins with racemic α-bromo amides. The reaction proceeds by NiH-catalyzed alkene isomerization and subsequent alkylation reaction, and can enantioconvergently introduce an ...
F. Zhou   +3 more
semanticscholar   +1 more source

On the relative strengths of amide…amide and amide…water hydrogen bonds

Chemical Physics Letters, 1991
We have performed Hayes—Stone intermolecular perturbation theory (IMPT) calculations on amide…water and amide…amide complexes in order to estimate the change ΔW in intermolecular interaction energy associated with the hydrogen bond exchange process amide(NH)…water+water…(OC)amide⇔amide(NH)…(OC)amide+water…water.
John B.O. Mitchell, Sarah L. Price
openaire   +1 more source

Reliable Determination of Amidicity in Acyclic Amides and Lactams

The Journal of Organic Chemistry, 2012
Two independent computational methods have been used for determination of amide resonance stabilization and amidicities relative to N,N-dimethylacetamide for a wide range of acyclic and cyclic amides. The first method utilizes carbonyl substitution nitrogen atom replacement (COSNAR).
Stephen A, Glover, Adam A, Rosser
openaire   +2 more sources

Amide Effects in C−H Activation: Noncovalent Interactions with L‐Shaped Ligand for meta Borylation of Aromatic Amides

Angewandte Chemie - International Edition, 2018
A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations.
Ranjana Bisht, Buddhadeb Chattopadhyay
exaly   +2 more sources

21.1.8 Synthesis of Amides by Transamidation and Amidation of Activated Amides and Esters

2020
AbstractThis chapter provides a summary of the recent advances in direct transamidation and amidation reactions of activated amides and esters via transition-metal-catalyzed and transition-metal-free C(acyl) —N and C(acyl) —O bond cleavage as a new disconnection for the synthesis of amide bonds.
G. Li, M. Szostak
openaire   +1 more source

Visible-Light-Initiated Cross-Dehydrogenative Coupling of Quinoxalin-2(1H)-ones and Simple Amides with Air as an Oxidant

ACS Sustainable Chemistry and Engineering, 2019
By using ambient air as an oxidant, various N-acylated 3-aminoquinoxalin-2(1H)-ones were efficiently synthesized through visible-light-promoted rhodamine B-catalyzed amidation reaction of quinoxalin-2(1H)-ones and amides under metal-free and strong ...
Long-Yong Xie   +7 more
semanticscholar   +1 more source

Transition-Metal-Free Activation of Amides by N-C Bond Cleavage.

The chemical record, 2019
The amide bond N-C activation represents a powerful strategy in organic synthesis to functionalize the historically inert amide linkage. This personal account highlights recent remarkable advances in transition-metal-free activation of amides by N-C bond
Guangchen Li, M. Szostak
semanticscholar   +1 more source

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