Arylene–ethynylene macrocycles: Privileged shape-persistent building blocks for organic materials

2012 ◽  
Vol 84 (4) ◽  
pp. 869-878 ◽  
Author(s):  
Dustin E. Gross ◽  
Ling Zang ◽  
Jeffrey S. Moore
Keyword(s):  
Functional Group ◽  
Organic Materials ◽  
Building Blocks ◽  
Alkyne Metathesis ◽  
Reaction Conditions ◽  
Traditional Methods ◽  
Dynamic Covalent Chemistry ◽  
Highly Active ◽  
Recent Advances ◽  
Metathesis Catalyst

This report details the advances in synthetic strategies toward arylene–ethynylene macrocycles (AEMs). After a brief description of traditional methods, we summarize recent advances based on dynamic covalent chemistry (DCC) whereby a highly active and functional group tolerant alkyne metathesis catalyst yields scalable quantities of AEMs under thermodynamic controlled reaction conditions.

Ligand-Driven Advances in Iridium Catalyzed sp3 C-H Borylation: 2,2’-Dipyridylarylmethane

Synlett ◽  
2020 ◽  
Author(s):  
Margaret R Jones ◽  
Nathan D. Schley
Keyword(s):  
Recent Work ◽  
Organic Synthesis ◽  
Functional Group ◽  
Reaction Conditions ◽  
Recent Advances ◽  
Additional Ligand ◽  
Limited Application ◽  
Hydrocarbon Substrates ◽  
Phenanthroline Ligands

The field of catalytic C-H borylation has grown considerably since its founding, providing a means for the preparation of synthetically versatile organoborane products. While sp2 C-H borylation methods have found widespread and practical use in organic synthesis, the analogous sp3 C-H borylation reaction remains challenging and has seen limited application. Existing catalysts are often hindered by incomplete consumption of the diboron reagent, poor functional group tolerance, harsh reaction conditions, and the need for excess or neat substrate. These challenges acutely affect C-H borylation chemistry of unactivated hydrocarbon substrates, which has lagged in comparison to methods for the C-H borylation of activated compounds. Herein we discuss recent advances in sp3 C-H borylation of undirected substrates in the context of two particular challenges: (1) utilization of the diboron reagent and (2) the need for excess or neat substrate. Our recent work on the application of dipyridylarylmethane ligands in sp3 C-H borylation has allowed us to make contributions in this space and has presented an additional ligand scaffold to supplement traditional phenanthroline ligands.

scholarly journals Recent advances in the development of alkyne metathesis catalysts

2011 ◽  
Vol 7 ◽  
pp. 82-93 ◽  
Author(s):  
Xian Wu ◽  
Matthias Tamm
Keyword(s):  
Alkyne Metathesis ◽  
Highly Active ◽  
Recent Advances ◽  
Metathesis Reactions ◽  
Metathesis Catalysts ◽  
And Tungsten

The number of well-defined molybdenum and tungsten alkylidyne complexes that are able to catalyze alkyne metathesis reactions efficiently has been significantly expanded in recent years.The latest developments in this field featuring highly active imidazolin-2-iminato- and silanolate–alkylidyne complexes are outlined in this review.

Biocatalysis for Sustainable Organic Synthesis

2004 ◽  
Vol 57 (4) ◽  
pp. 281 ◽  
Author(s):  
Roger A. Sheldon ◽  
Fred van Rantwijk
Keyword(s):  
Organic Synthesis ◽  
Functional Group ◽  
Solvent System ◽  
Fine Chemicals ◽  
Reaction Conditions ◽  
Organic Syntheses ◽  
Recent Advances ◽  
Cascade Processes

Biocatalysis offers mild reaction conditions, an environmentally attractive catalyst–solvent system, high activities, and chemo-, regio-, and stereoselectivities, while the use of enzymes generally circumvents the need for functional group activation and avoids protection/deprotection steps required in traditional organic syntheses. This review, using β-lactam antibiotics as an example, discusses recent advances in biocatalysis research towards the goal of ‘green’ methodologies for the manufacture of (fine) chemicals and the emulation of a cell's enzymatic cascade processes.

Synthesis of 6-Alkynyl-6-hydroxyindoloquinazolinone Scaffolds via Copper-Catalyzed Alkynylation of Tryptanthrins

Synlett ◽  
2021 ◽  
Author(s):  
Yu Guo ◽  
Ebrahim-Alkhalil M. A. Ahmed ◽  
Hongxin Liu ◽  
Xinhua Li ◽  
Juan Li ◽  
...  
Keyword(s):  
Functional Group ◽  
Building Blocks ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Reaction Conditions

We report a copper catalyzed direct alkynylation reaction of tryptanthrins with terminal alkynes under mild reaction conditions. The developed method provides an array of synthetic building blocks of 6-alkynyl-6-hydroxyindoloquinazolinone compounds in moderate to good yields with varied functional group compatibility. Furthermore, the obtained adducts can be smoothly converted into versatile building blocks via hydrogenation, hydration and further Sonogashira coupling transformations.

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