scholarly journals Efficient synthesis of fluorescent alkynyl C-nucleosides via Sonogashira coupling for the preparation of DNA-based polyfluorophores

2016 ◽  
Vol 14 (27) ◽  
pp. 6407-6412 ◽  
Author(s):  
Dominik K. Kölmel ◽  
Luzi J. Barandun ◽  
Eric T. Kool
Keyword(s):  
Sonogashira Coupling ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Dna Base ◽  
Facile Preparation

A general synthetic route for the facile preparation of nucleosides with varied fluorophores replacing a DNA base is presented.

Vilsmeier cyclization of α-acetyl-α-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones

RSC Advances ◽  
2015 ◽  
Vol 5 (15) ◽  
pp. 11293-11296 ◽  
Author(s):  
Haifeng Yu ◽  
Yongmei Zhang ◽  
Tiechun Li ◽  
Peiqiu Liao ◽  
Quanping Diao ◽  
...  
Keyword(s):  
Synthetic Route ◽  
Efficient Synthesis

An efficient synthetic route to 3-aroyl-5-formyl-4-halo pyridin-2(1H)-ones has been developed via Vilsmeier cyclization of 2-(ethylthio(arylamino)methylene)-1-alkylbutane-1,3-dione.

scholarly journals The Efficient Synthesis of Azasugars from Pentoses

2021 ◽  
Author(s):  
◽  
Michael Meijlink
Keyword(s):  
Clinical Trials ◽  
Biological Properties ◽  
Protecting Groups ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Total Syntheses ◽  
Structural Analogues ◽  
Original Procedure ◽  
Synthetic Routes

<p>Azasugars [e.g., 1-deoxy-aza-xylopyranose (1) Figure 1] are structural analogues of sugars [e.g., α-D-xylopyranose (2)] where the ring oxygen is substituted by a nitrogen atom. The resemblance of azasugars to their carbohydrate counterparts gives them various biological properties, such as the inhibition of glycosidase and glycosyltransferase enzymes, and as such, these compounds have been in clinical trials for the treatment of AIDS, diabetes,and cancer. Synthetic routes to azasugars have often involved the use of protecting groups, and therefore have generally reduced efficiency by requiring additional steps to apply or remove protecting groups or requiring adjustment of stereochemistry during the synthesis. This thesis presents the first example of a synthesis of four sterochemically different piperidine triols through a four-step methodology minimising the use of protecting groups starting from pentoses. The synthesis of D-xylose derived (3R,4r,5S)-piperidine triol was previously obtained in 40% yield over five steps, but was afforded in 45% overall yield over four steps using the methodology described within this thesis. Next, D-ribose derived (3R,4s,5S)-piperidine triol was obtained in 40% overall yield over four steps, which afforded a vast improvement on the previous most efficient synthetic route obtaining the azasugar in 24% yield over four steps. This four-step three-pot methodology has thus allowed for the synthesis of these piperidine triols in overall yields ranging from 4-69%, surpassing previous total syntheses in efficiency and improving overall atom economy. To further probe the applicability of the methodology, N-alkyl analogues (such as butyl-, phenylethyl-, and hydroxyethyl-analogues) of all four different piperidine triols were synthesised in comparable or greater overall yields compared to literature reports without any required adaptation to the original procedure. Included in these N-alkyl analogues are seven novel azasugars which were obtained in overall yields ranging from 6-35%.</p>

Efficient synthesis of polysubstituted 1,5-benzodiazepinone dipeptide mimetics via an Ugi-4CR-Ullmann condensation sequence

Synlett ◽  
2021 ◽  
Author(s):  
Robin Van Den Hauwe ◽  
Mathias Elsocht ◽  
Charlie Hollanders ◽  
Steven Ballet
Keyword(s):  
Building Blocks ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Rapid Construction ◽  
Ligand Free

An efficient three step synthesis towards 3-amino-1,4-benzodiazepin-2-one derivatives is presented. The versatile Ugi-4-component reaction (Ugi-4CR) and Boc-deprotection is followed by a ligand-free Ullmann condensation. This protocol allows the rapid construction of a diverse array of substituted 1,5-benzodiazepinones. Since Ugi-based products are typically limited by their ‘inert’ C-terminal amides, the use of a convertible (‘cleavable’) isocyanide was envisaged and resulted in building blocks that can be made SPPS-compatible. To demonstrate the potential of this novel synthetic route, the design and preparation of novel phenylurea-1,5-bezondiazepin-4(5H)-one dipeptide mimetics with potential CCK2-antagonist properties is reported.

A one-pot synthesis of 2,2′-disubstituted diindolylmethanes (DIMs) via a sequential Sonogashira coupling and cycloisomerization/C3-functionalization of 2-iodoanilines

2017 ◽  
Vol 15 (33) ◽  
pp. 6997-7007 ◽  
Author(s):  
Anirban Kayet ◽  
Vinod K. Singh
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis

Pd(ii)–Ag(i) catalysed, highly efficient synthesis of diindolylmethanes under mild reaction conditions, with six new bonds being formed in a one-pot fashion, and the products being transformed into synthetically useful compounds.

scholarly journals A bio-facilitated synthetic route for nano-structured complex electrode materials

2016 ◽  
Vol 18 (9) ◽  
pp. 2619-2624 ◽  
Author(s):  
Maryam Moradi ◽  
Jae Chul Kim ◽  
Jifa Qi ◽  
Kang Xu ◽  
Xin Li ◽  
...  
Keyword(s):  
Solid State ◽  
Energy Efficient ◽  
Electrode Materials ◽  
Inorganic Materials ◽  
State Solution ◽  
Solid State Reactions ◽  
Synthetic Route ◽  
Efficient Synthesis ◽  
Wide Range

Bio-facilitated solid state solution: we investigate an energy-efficient synthesis that merges the bio-templated technique and solid-state reactions to produce a wide range of nano-structured complex inorganic materials.

ChemInform Abstract: Efficient Synthesis of 9,10-Bis(phenylethynyl)anthracene Derivatives by Integration of Sonogashira Coupling and Double-Elimination Reactions.

ChemInform ◽  
2013 ◽  
Vol 44 (30) ◽  
pp. no-no
Author(s):  
Shinji Toyota ◽  
Daiki Mamiya ◽  
Rie Yoshida ◽  
Ryo Tanaka ◽  
Tetsuo Iwanaga ◽  
...  
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Anthracene Derivatives ◽  
Elimination Reactions

Efficient Synthesis of 9,10-Bis(phenylethynyl)anthracene Derivatives by Integration of Sonogashira Coupling and Double-Elimination Reactions

Synthesis ◽  
2013 ◽  
Vol 45 (08) ◽  
pp. 1060-1068 ◽  
Author(s):  
Shinji Toyota ◽  
Daiki Mamiya ◽  
Rie Yoshida ◽  
Ryo Tanaka ◽  
Tetsuo Iwanaga ◽  
...  
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Anthracene Derivatives ◽  
Elimination Reactions

Microwave assisted domino heck cyclization and alkynylation: synthesis of alkyne substituted dihydrobenzofurans

2018 ◽  
Vol 20 (2) ◽  
pp. 369-374 ◽  
Author(s):  
Ramesh Karu ◽  
Satyanarayana Gedu
Keyword(s):  
Sonogashira Coupling ◽  
Efficient Synthesis ◽  
Microwave Assisted ◽  
Heck Cyclization

Microwave assisted domino intramolecular Heck and Sonogashira coupling for the efficient synthesis of alkyne substituted dihydrobenzofurans is presented.

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