A simple synthetic route to polyoxovanadate-based organic–inorganic hybrids using EEDQ as an ester coupling agent

AbstractA new, practical and cost-effective route for scalable synthesis of 2-[(4-dodecyloxyphenyl)sulfonyl] butanoic acid, a key intermediate of a new cyan dye-forming coupler containing a sulfone group, was developed by adopting phenol as the starting material. The synthesis was accomplished in five steps with etherification, chlorosulfonation, reduction, nucleophilic reaction by C-S coupling and hydrolyzation. An important objective of the new synthetic route was the synthesis of 2-[4- (dodecyloxyphenyl)sulfonyl]butanoate. Overall yield obtained at optimized conditions increased to 66 %. The synthetic strategy was proven to be a process enabling rapid delivery of the target product with high purity.

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A De Novo Synthetic Route to 1,2,3,4-Tetrahydroisoquinoline Derivatives

Synlett ◽

10.1055/s-0037-1609494 ◽

2018 ◽

Vol 29 (15) ◽

pp. 2066-2070 ◽

Cited By ~ 3

Author(s):

Ferenc Fülöp ◽

Loránd Kiss ◽

Renáta Ábrahámi ◽

Santos Fustero

Keyword(s):

Ring Opening ◽

Reductive Amination ◽

De Novo ◽

Synthetic Approach ◽

Synthetic Route ◽

Synthetic Strategy

A novel synthetic approach was developed for the construction of the 1,2,3,4-tetrahydroisoquinoline framework possessing varied functions. The synthetic strategy was based on oxidative ring opening of some indene derivatives through their C=C bond, followed by double reductive amination of the dicarbonyl intermediates with various primary alkyl- or fluoroalkylamines.

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Synthesis of Elaborate Benzofuran-2-Carboxamide Derivatives through a Combination of 8-Aminoquinoline Directed C–H Arylation and Transamidation Chemistry

Molecules ◽

10.3390/molecules25020361 ◽

2020 ◽

Vol 25 (2) ◽

pp. 361

Author(s):

Michael Oschmann ◽

Linus Johansson Holm ◽

Monireh Pourghasemi-Lati ◽

Oscar Verho

Keyword(s):

Small Molecule ◽

High Efficiency ◽

Synthetic Route ◽

One Pot ◽

Synthetic Strategy ◽

Small Molecule Screening ◽

Wide Range ◽

Directing Group

Herein, we present a short and highly modular synthetic route that involves 8-aminoquinoline directed C–H arylation and transamidation chemistry, and which enables access to a wide range of elaborate benzofuran-2-carboxamides. For the directed C–H arylation reactions, Pd catalysis was used to install a wide range of aryl and heteroaryl substituents at the C3 position of the benzofuran scaffold in high efficiency. Directing group cleavage and further diversification of the C3-arylated benzofuran products were then achieved in a single synthetic operation through the utilization of a one-pot, two-step transamidation procedure, which proceeded via the intermediate N-acyl-Boc-carbamates. Given the high efficiency and modularity of this synthetic strategy, it constitutes a very attractive method for generating structurally diverse collections of benzofuran derivatives for small molecule screening campaigns.

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A bio-inspired synthetic route to the core ring systems of Spiraea atisine-type diterpenoid alkaloids and related diterpenes

Organic & Biomolecular Chemistry ◽

10.1039/c6ob00053c ◽

2016 ◽

Vol 14 (9) ◽

pp. 2716-2722 ◽

Cited By ~ 2

Author(s):

Dai-Hui Tang ◽

Ding Ma ◽

Hang Cheng ◽

Yong-Li Li ◽

Liang Xu

Keyword(s):

Biologically Active ◽

Synthetic Route ◽

Diterpenoid Alkaloids ◽

Ring Systems ◽

The Core ◽

Synthetic Strategy

A bio-inspired synthetic strategy for the construction of the complex substructures of biologically active atisine-type diterpenoid alkaloids and related diterpenes was successfully developed.

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Accessing HIV-1 Protease Inhibitors through Visible-Light-Mediated Sequential Photocatalytic Decarboxylative Radical Conjugate Addition-Elimination–Oxa-Michael Reactions

10.26434/chemrxiv.14679702.v1 ◽

2021 ◽

Author(s):

Tomislav Krolo ◽

Aditya Bhattacharyya ◽

Oliver Reiser

Keyword(s):

Visible Light ◽

Protease Inhibitors ◽

Carboxylic Acids ◽

Michael Reaction ◽

Conjugate Addition ◽

Cyclic Ether ◽

Synthetic Route ◽

Michael Reactions ◽

Synthetic Strategy ◽

Hiv 1

A novel photocatalytic decarboxylative radical conjugate addition-elimination-oxa-Michael reaction of hydroxyalkylated carboxylic acids with cyclopentenones has been developed to construct diverse cyclopentanonyl-fused functionalized cyclic ether derivatives in the presence of an inexpensive organic photocatalyst. The stereoselective synthetic strategy is amenable to substructural variation, establishing a direct total synthetic route to two diastereomers of C3-Amino cyclopentyltetrahydrofuranyl-derived potent HIV-1 protease inhibitors with low nanomolar IC 50 values.

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New synthetic strategy targeting well-defined α,ω-telechelic polymethylenes with hetero bi-/tri-functionalities via polyhomologation of ylides initiated by new organic boranes based on catecholborane and post functionalization

RSC Advances ◽

10.1039/c6ra12014h ◽

2016 ◽

Vol 6 (74) ◽

pp. 69828-69835 ◽

Cited By ~ 7

Author(s):

Fang Xu ◽

Peng Dong ◽

Kun Cui ◽

Shi-Zheng Bu ◽

Jin Huang ◽

...

Keyword(s):

Synthetic Strategy ◽

End Capping ◽

Post Functionalization

Diverse well-defined α,ω-telechelic polymethylenes with hetero bi-/tri-functionalities were synthesized by a tandem strategy combining polyhomologation with post functionalization using end-capping reagents and esterification.

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An Efficient Protocol for the Production of Pymetrozine via a New Synthetic Strategy

Journal of Chemical Research ◽

10.3184/174751918x15341514233168 ◽

2018 ◽

Vol 42 (8) ◽

pp. 434-438

Author(s):

Qifan Zhou ◽

Fangyu Du ◽

Yajie Shi ◽

Wenqiang Liu ◽

Dongdong Liu ◽

...

Keyword(s):

Dimethyl Carbonate ◽

Scale Up ◽

Total Yield ◽

Synthetic Method ◽

Synthetic Route ◽

Environmental Friendliness ◽

Synthetic Strategy

A practical four-step synthesis of pymetrozine is reported, starting from a green chemical dimethyl carbonate and using the key intermediate methyl (E)-1-(2-oxopropyl)-2-(pyridin-3-ylmethylene)hydrazine-1-carboxylate. The main advantages of the route include inexpensive starting materials, environmental friendliness, short synthetic route, easy-to-use synthetic method and acceptable overall yield. A scale-up experiment was carried out to provide pymetrozine with 99.84% purity in 53.2% total yield.

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A versatile synthetic route for the preparation of titanium metal–organic frameworks

Chemical Science ◽

10.1039/c5sc03620h ◽

2016 ◽

Vol 7 (2) ◽

pp. 1063-1069 ◽

Cited By ~ 69

Author(s):

Lanfang Zou ◽

Dawei Feng ◽

Tian-Fu Liu ◽

Ying-Pin Chen ◽

Shuai Yuan ◽

...

Keyword(s):

Metal Organic Frameworks ◽

Titanium Metal ◽

Synthetic Route ◽

Synthetic Strategy ◽

Metal Organic

Through a versatile synthetic strategy, High Valence Metathesis and Oxidation (HVMO), a series of Ti-MOFs with predesigned topologies and structures were synthesized.

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