Iodide-Catalyzed Carbonylation–Benzylation of Benzyl Chlorides with Potassium Aryltrifluoroborates under Ambient Pressure of Carbon Monoxide

Synlett ◽  
2017 ◽  
Vol 29 (03) ◽  
pp. 369-374 ◽  
Author(s):  
Wei Han ◽  
Junjie Chen ◽  
Fengli Jin ◽  
Xiaorong Yuan
Keyword(s):  
Carbon Monoxide ◽  
Ambient Pressure ◽  
The Novel ◽  
Metal Free ◽  
Benzyl Chlorides ◽  
Wide Range ◽  
Palladium Catalyzed ◽  
Novel Method ◽  
High Yields ◽  
Co Gas

Tetra-N-butylammonium iodide (TBAI) catalyzed carbonylation–benzylation of unactivated benzyl chlorides with potassium aryltrifluoroborates using CO gas has been developed. This reaction is transition-metal free, is carried out under ambient pressure, and provides a wide range of 1,2,3-triarylpropan-1-one derivatives in high yields. The novel method represents a significant improvement over the traditional palladium-catalyzed carbonylation.

Transition metal-free, iodide-mediated domino carbonylation–benzylation of benzyl chlorides with arylboronic acids under ambient pressure of carbon monoxide

2016 ◽  
Vol 18 (9) ◽  
pp. 2598-2603 ◽  
Author(s):  
Fengli Jin ◽  
Yanzhen Zhong ◽  
Xin Zhang ◽  
Huichun Zhang ◽  
Qian Zhao ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Transition Metal ◽  
Ambient Pressure ◽  
Metal Free ◽  
Arylboronic Acids ◽  
Benzyl Chlorides

Transition metal-free, ambient-pressure domino carbonylation–benzylation reactions by iodide catalysis have been developed.

Stereospecific, Palladium-catalyzed C(sp3)–H Alkenylation and Alkynylation of a Proline Derivative Enabled by 8-Aminoquinoline as a Directing Group

2020 ◽  
Author(s):  
Aleksandra Balliu ◽  
Aaltje Roelofje Femmigje Strijker ◽  
Michael Oschmann ◽  
Monireh Pourghasemi Lati ◽  
Oscar Verho
Keyword(s):  
Carboxylic Acid ◽  
Building Blocks ◽  
Wide Range ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
High Yields ◽  
Vinyl Iodides ◽  
Initial Results

<p>In this preprint, we present our initial results concerning a stereospecific Pd-catalyzed protocol for the C3 alkenylation and alkynylation of a proline derivative carrying the well utilized 8‑aminoquinoline directing group. Efficient C–H alkenylation was achieved with a wide range of vinyl iodides bearing different aliphatic, aromatic and heteroaromatic substituents, to furnish the corresponding C3 alkenylated products in good to high yields. In addition, we were able show that this protocol can also be used to install an alkynyl group into the pyrrolidine scaffold, when a TIPS-protected alkynyl bromide was used as the reaction partner. Furthermore, two different methods for the removal of the 8-aminoquinoline auxiliary are reported, which can enable access to both <i>cis</i>- and <i>trans</i>-configured carboxylic acid building blocks from the C–H alkenylation products.</p>

scholarly journals A Novel Method for Tuning PID Controller

2013 ◽  
Vol 6 (1) ◽  
pp. 62-74
Author(s):  
Abidaoun H. shallal ◽  
Rawaa A. Karim ◽  
Osama Y. Al-Rawi
Keyword(s):  
Computer Technology ◽  
Pid Control ◽  
Pid Controller ◽  
Control Algorithm ◽  
The Novel ◽  
Operation Conditions ◽  
Wide Range ◽  
Novel Method ◽  
Mechanical Performances ◽  
Dc Servomotor

Proportional integral derivative (PID) control is the most commonly used  control algorithm in the industry today. PID controller popularity can be attributed to the  controller’s effectiveness in a wide range of operation conditions, its functional simplicity, and the ease with which engineers can implement it using current computer technology . In this paper,the Dc servomotor model is chosen according to his good electrical and mechanical performances more than other Dc motor models , discuss the novel method for  tuning PID controller and comparison with Ziegler - Nichols method from through parameters of transient response of any system which uses PID compensator

Metal-free [3+3] benzannulation of 1-indanylidene-malononitrile with Morita–Baylis–Hillman carbonates: direct access to functionalized fluorene and fluorenone derivatives

2020 ◽  
Vol 56 (13) ◽  
pp. 1948-1951 ◽  
Author(s):  
Ya-Sa Xie ◽  
Run-Feng Huang ◽  
Ran Li ◽  
Chuan-Bao Zhang ◽  
Ji-Ya Fu ◽  
...  
Keyword(s):  
Direct Access ◽  
Metal Free ◽  
Wide Range ◽  
High Yields

An efficient [3+3] benzannulation of Morita–Baylis–Hillman carbonates with 1-indanylidenemalononitrile was achieved selectively delivering a wide range of functional fluorene or fluorenone compounds in high yields (up to 86% yields).

Friction Compensation in the Inverted Pendulum Controller by Means of a Neural Network

2020 ◽  
Vol 22 (4) ◽  
pp. 875-884
Author(s):  
Marek Balcerzak
Keyword(s):  
Neural Network ◽  
Inverted Pendulum ◽  
Friction Model ◽  
The Novel ◽  
Practical Procedure ◽  
The Neural Network ◽  
Wide Range ◽  
Novel Method ◽  
Data Acquisition And Processing ◽  
Friction Modelling

AbstractThis paper presents an experimental confirmation of the novel method of friction modelling and compensation. The method has been applied to an inverted pendulum control system. The practical procedure of data acquisition and processing has been described. Training of the neural network friction model has been covered. Application of the obtained model has been presented. The main asset of the presented model is its correctness in a wide range of relative velocities. Moreover, the model is relatively easy to build.

scholarly journals Direct access to multi-functionalized benzenes via [4 + 2] annulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes

RSC Advances ◽  
2020 ◽  
Vol 10 (49) ◽  
pp. 29171-29174 ◽  
Author(s):  
Qianfa Jia ◽  
Yunfei Lan ◽  
Xin Ye ◽  
Yinhe Lin ◽  
Qiao Ren
Keyword(s):  
Direct Access ◽  
Reaction Conditions ◽  
Metal Free ◽  
Unsaturated Aldehydes ◽  
Wide Range ◽  
High Yields

An efficient [4 + 2] benzannulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes was achieved under metal-free reaction conditions selectively delivering a wide range of polyfunctional benzenes in high yields respectively (up to 94% yield).

A Novel Access to Tertiary and Secondary ortho-Aminophenylphosphines by Protected Group Synthesis and Palladium Catalyzed P-C Coupling Reactions

2001 ◽  
Vol 56 (4-5) ◽  
pp. 347-353 ◽  
Author(s):  
Antonella Heßler ◽  
Konstantin W. Kottsieper ◽  
Stefan Schenk ◽  
Michael Tepper ◽  
Othmar Stelzer
Keyword(s):  
Coupling Reaction ◽  
Secondary Phosphine ◽  
Coupling Reactions ◽  
The Novel ◽  
Protected Group ◽  
Metallic Lithium ◽  
Subsequent Hydrolysis ◽  
Palladium Catalyzed ◽  
High Yields

Abstract The dilithium salt 1a formed by ortho-metallation of N-tert-butoxycarbonylaniline (BOC-aniline) 1 with two equivalents of tert-butyllithium reacts with the chlorophosphines Ph3-nPCln (n = 1 -3) to yield the BOC protected ortho-aminophenylphosphines 2 - 4 in high yields. On deprotection of 2 - 4 with trimethylchlorosilane in the presence of phenol the HCl adducts of the ortho-aminophenylphosphines 5 -7 are formed which may be deprotonated with KOH or NaOH to give the neutral phosphines 5a -7a. The novel secondary phosphine 8 with two ortho-aminophenyl groups is accessible by cleavage of the P-C bond in 7a with metallic lithium and subsequent hydrolysis. The bifunctional P,N ligands 6 or 6a are alternatively accessible by Pd-catalyzed P-C coupling of ortho-iodoaniline with phenylphosphine. If a 1:1 stoichiometry is employed in the coupling reaction of ortho-iodoaniline and phenylphosphine the chiral secondary phosphine 9 is formed.

Palladium-Catalyzed Thiocarbonylations with TIPS Thioethers

Synlett ◽  
2022 ◽  
Author(s):  
Yosuke Hosoya ◽  
Kota Mizoguchi ◽  
Honoka Yasukochi ◽  
Masahisa Nakada
Keyword(s):  
Carbon Monoxide ◽  
Palladium Catalyzed ◽  
High Yields

Herein, we describe a palladium-catalyzed thiocarbonylation via the reaction of a σ-alkyl palladium intermediate with carbon monoxide (CO) and a TIPS thioether. The use of CsF, (IPr)Pd(allyl)Cl, CO, and a TIPS thioether in THF are key to obtaining alkyl and aryl thioesters in high yields. The yield of the palladium-catalyzed thiocarbonylation depends on the structure of substrate and it was observed that indoline-2-one derivatives were formed faster than indoline derivatives. The reactions of benzoyl and hydrocinnamoyl fluorides with PhSTIPS and CsF were also demonstrated to form the corresponding thioesters.

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