scholarly journals Recent advances in carbocupration of α-heterosubstituted alkynes

2010 ◽  
Vol 6 ◽  
Author(s):  
Ahmad Basheer ◽  
Ilan Marek
Keyword(s):  
Reaction Center ◽  
Functional Group ◽  
Copper Species ◽  
Organometallic Derivative ◽  
Single Isomer ◽  
Recent Advances

Carbocupration of α-heterosubstituted alkynes leads to the formation of stereodefined functionalized vinyl copper species as single isomer. Recent advances in the field show that a simple pre-association of the organometallic derivative with an additional polar functional group in the vicinity of the reaction center may completely change the stereochemical outcome of the reaction. Representative examples are given in this mini-review.

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.

Studies on the Hurtley reaction

1974 ◽  
Vol 27 (10) ◽  
pp. 2209 ◽  
Author(s):  
KA Cirigottis ◽  
E Ritchie ◽  
WC Taylor
Keyword(s):  
Functional Group ◽  
Hybrid Structure ◽  
Carboxyl Group ◽  
Copper Species ◽  
Naphthoic Acid ◽  
Resonance Hybrid

As a result of a large number of experiments on the Hurtley reaction the following tentative conclusions are drawn: (a) the best and most convenient solvent is ethanol; (b) the reaction succeeds best with aromatic o-bromocarboxylic acids although o-iodo acids can be expected to give low yields; (c) replacement of the carboxyl group by any other functional group prevents the reaction; (d) a copper species, probably copper(l), is an essential catalyst. The reactivity of 8-bromo-1-naphthoic acid, which is almost identical with that of o-bromobenzoic acid, is evidence against the intermediacy of a planar resonance hybrid structure. The geometry of the bromo acid-copper intermediate appears to be of paramount importance.

Metal-catalyzed radical-type transformation of unactivated alkyl halides with C–C bond formation under photoinduced conditions

2019 ◽  
Vol 6 (13) ◽  
pp. 2183-2199 ◽  
Author(s):  
Shengqing Ye ◽  
Tianyi Xiang ◽  
Xiaofang Li ◽  
Jie Wu
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Alkyl Halides ◽  
Type Transformation ◽  
Recent Advances ◽  
Metal Catalyzed ◽  
Radical Type

Recent advances in the metal-catalyzed radical-type transformation of unactivated alkyl halides with C–C bond formation under photoinduced conditions are summarized. Usually, a broad reaction scope is observed including tertiary, secondary, and primary alkyl halides, with good functional group compatibility.

Recent Advances on Functional Group Interconversion

2021 ◽  
Vol 25 (19) ◽  
pp. 2155-2155
Author(s):  
Teresa M.V.D. Pinho e Melo ◽  
Ana L. Cardoso
Keyword(s):  
Functional Group ◽  
Recent Advances

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.

scholarly journals Recent advances in the synthesis of α-amino ketones

2021 ◽  
Author(s):  
Lewis A. T. Allen ◽  
Robert-Cristian Raclea ◽  
Philipp Natho ◽  
Philip J. Parsons
Keyword(s):  
Functional Group ◽  
Amino Ketone ◽  
Product Substitution ◽  
The Past ◽  
Recent Advances ◽  
Extended Discussion ◽  
Made In

This review on α-amino ketone synthesis collates and evaluates developments made in this area over the past decade, with an extended discussion on functional group compatibility, resultant product substitution patterns, and medicinal applications.

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.

scholarly journals Recent advances in ruthenium-based olefin metathesis

2018 ◽  
Vol 47 (12) ◽  
pp. 4510-4544 ◽  
Author(s):  
O. M. Ogba ◽  
N. C. Warner ◽  
D. J. O’Leary ◽  
R. H. Grubbs
Keyword(s):  
Organic Synthesis ◽  
Olefin Metathesis ◽  
Functional Group ◽  
Polymer Science ◽  
Enabling Technology ◽  
Broad Applicability ◽  
Recent Advances ◽  
Metathesis Catalysts

Ruthenium-based olefin metathesis catalysts, known for their functional group tolerance and broad applicability in organic synthesis and polymer science, continue to evolve as an enabling technology in these areas.

scholarly journals Recent advances in intermolecular 1,2-difunctionalization of alkenes involving trifluoromethylthiolation

RSC Advances ◽  
2021 ◽  
Vol 11 (40) ◽  
pp. 24474-24486
Author(s):  
Li Yan-mei ◽  
Fu Jin-feng ◽  
He Long-qiang ◽  
Li Wei-na ◽  
Esmail Vessally
Keyword(s):  
Functional Group ◽  
Double Bonds ◽  
Recent Advances

Trifluoromethylthiolative difunctionalization of alkenes, a cheap and abundant feedstock, which installs a trifluoromethylthiol (SCF3) group and another unique functional group across the carbon–carbon double bonds, provides an ideal strategy for the preparation of β-functionalized alkyl trifluoromethyl sulfides and has become a hot topic recently.

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