Recent advances in 1,4-functional group migration-mediated radical fluoroalkylation of alkenes and alkynes

2020 ◽  
Vol 18 (44) ◽  
pp. 8975-8993
Author(s):  
Ya-Jing Chen ◽  
Ya-Li Qu ◽  
Xiang Li ◽  
Chuan-Chuan Wang
Keyword(s):  
Functional Group ◽  
Recent Advances ◽  
Group Migration

In this article, some representative reactions of 1,4-functional group migration-mediated radical fluoroalkylation of alkenes and alkynes have been discussed and reviewed based on the types of substrates.

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.

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.

Functional group migration in benzaldoxime-O-n-propyl ether radical cation

2002 ◽  
Vol 217 (1-3) ◽  
pp. 153-168 ◽  
Author(s):  
Matthias C Letzel ◽  
Hans-Friedrich Grützmacher ◽  
Thomas Fürst ◽  
Klaus K Mayer ◽  
Wolfgang Wiegrebe
Keyword(s):  
Radical Cation ◽  
Functional Group ◽  
Group Migration

Functional Group Migration in Ionized Long-Chain Compounds

1994 ◽  
Vol 116 (13) ◽  
pp. 5865-5872 ◽  
Author(s):  
Ilan Vidavsky ◽  
Russell A. Chorush ◽  
Pierre Longevialle ◽  
Fred W. McLafferty
Keyword(s):  
Functional Group ◽  
Chain Compounds ◽  
Group Migration ◽  
Long Chain

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 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.

Distal Functional Group Migration for Visible-light Induced Carbo-difluoroalkylation/monofluoroalkylation of Unactivated Alkenes

2017 ◽  
Vol 360 (4) ◽  
pp. 744-750 ◽  
Author(s):  
Jiajia Yu ◽  
Dongping Wang ◽  
Yan Xu ◽  
Zhen Wu ◽  
Chen Zhu
Keyword(s):  
Visible Light ◽  
Functional Group ◽  
Group Migration

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.

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