Synthesis, structure and N–N bonding character of 1,1-disubstituted indazolium hexafluorophosphate

2018 ◽  
Vol 54 (15) ◽  
pp. 1881-1884 ◽  
Author(s):  
Yingtang Ning ◽  
Masatoshi Kawahata ◽  
Kentaro Yamaguchi ◽  
Yuko Otani ◽  
Tomohiko Ohwada
Keyword(s):  
Efficient Method ◽  
Electrophilic Amination ◽  
Mild Conditions

An efficient method for the synthesis of thermodynamically unstable 1,1-disubstituted indazolium by means of intramolecular electrophilic amination under mild conditions was reported.

Organophosphane-Catalyzed Construction of Functionalized 2-Ylideneoxindoles via Direct β-Acylation

Synthesis ◽  
2021 ◽  
Author(s):  
Wey-Chyng Jeng ◽  
Po-Chung Chien ◽  
Sandip Sambhaji Vagh ◽  
Athukuri Edukondalu ◽  
Wenwei Lin
Keyword(s):  
Intramolecular Cyclization ◽  
Efficient Method ◽  
Bond Cleavage ◽  
Scale Up ◽  
Acyl Chlorides ◽  
Metal Free ◽  
Mild Conditions ◽  
Synthetic Utility ◽  
Mechanistic Investigations ◽  
Synthetic Transformations

We report an efficient method for the direct β-acylation of 2-ylideneoxindoles with acyl chlorides in the presence of base-catalyzed by organophosphanes. A variety of functionalized 2-ylideneoxindoles were prepared in moderate to good yields under metal-free and mild conditions via a tandem phospha-Michael/O-acylation/intramolecular cyclization/ rearrangement sequence. The mechanistic investigations revealed that the C-O bond cleavage on possible betaine intermediate is the key step for the installation of keto-functionality at β-position of 2-ylideneoxindoles in a highly stereospecific manner. The synthetic utility of this protocol could also be proven by scale-up reactions and synthetic transformations of the products.

Efficient Synthesis of 3,4-Disubstituted 7-Azaindoles Employing SEM as a Dual Protecting–Activating Group

Synlett ◽  
2019 ◽  
Vol 30 (20) ◽  
pp. 2273-2278 ◽  
Author(s):  
Piroska Gyárfás ◽  
János Gerencsér ◽  
Warren S. Wade ◽  
László Ürögdi ◽  
Zoltán Novák ◽  
...  
Keyword(s):  
Functional Groups ◽  
Efficient Method ◽  
Reaction Times ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Efficient Synthesis ◽  
Mild Conditions

An efficient method for nucleophilic aromatic substitution on 7-azaindoles has been developed. The reaction is facilitated by the unique dual influence of SEM as both protecting and activating group, permitting mild conditions and short reaction times that are compatible with sensitive functional groups. The method is suitable for the synthesis of a broad range of products, most notably ethers.

Electrophilic Amination with Anthranils through Thioamide-Assisted Cobalt(III)-Catalyzed C(sp3)–H Activation

Synthesis ◽  
2020 ◽  
Vol 52 (24) ◽  
pp. 3881-3890
Author(s):  
Jie Li ◽  
Lei Liu ◽  
Zhao Zhang ◽  
Yucheng Wang ◽  
Yan Zhang
Keyword(s):  
Late Stage ◽  
Functional Group ◽  
Atom Economy ◽  
Electrophilic Amination ◽  
Amino Aldehydes ◽  
Mild Conditions ◽  
Weakly Coordinating

Cobalt(III)-catalyzed electrophilic amination of inert C(sp3)–H bonds of weakly coordinating thioamides with readily accessible anthranil derivatives was accomplished under mild conditions, with good functional group tolerance, thus providing various amino aldehydes and amino ketones. Moreover, our protocol with the versatile [Cp*Co(MeCN)3][SbF6]2 features excellent atom-economy and oxidant-free conditions, and allows facile late-stage functionalization.

A multicomponent reaction on a ‘free’ KCC-1 catalyst at room temperature under solvent free conditions by visible light

RSC Advances ◽  
2016 ◽  
Vol 6 (59) ◽  
pp. 54236-54240 ◽  
Author(s):  
Seyed Mohsen Sadeghzadeh
Keyword(s):  
Visible Light ◽  
Multicomponent Reaction ◽  
Efficient Method ◽  
Room Temperature ◽  
Solvent Free ◽  
Green Protocol ◽  
Mild Conditions ◽  
Solvent Free Conditions

A green and efficient method for the synthesis of various triazolo[1,2-a]indazoletrione under mild conditions is reported, that making it a genuinely green protocol.

A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide

Synthesis ◽  
2018 ◽  
Vol 50 (21) ◽  
pp. 4325-4335 ◽  
Author(s):  
Hongyu Tian ◽  
Baoguo Sun ◽  
Rui Ding ◽  
Jiaqi Li ◽  
Wenyi Jiao ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Efficient Method ◽  
Low Cost ◽  
Reaction Times ◽  
Attractive Alternative ◽  
Mild Conditions ◽  
Highly Efficient

The pairing of DMSO and oxalyl bromide is reported as a highly efficient brominating reagent for various alkenes, alkynes and ketones. This bromination approach demonstrates remarkable advantages, such as mild conditions, low cost, short reaction times, provides excellent yields in most cases and represents a very attractive alternative for the preparation of dibromides and α-bromoketones.

Efficient Method for the Synthesis of Dibenzo[b,f]thiepin-10-ones under Mild Conditions

Heterocycles ◽  
2007 ◽  
Vol 71 (2) ◽  
pp. 389 ◽  
Author(s):  
William J. Welsh ◽  
Qiang Zhang ◽  
Youyi Peng
Keyword(s):  
Efficient Method ◽  
Mild Conditions

Synthesis of O-Aroyl-N,N-dimethylhydroxylamines through Hypervalent Iodine-Mediated Amination of Carboxylic Acids with N,N-Dimethylformamide

Synthesis ◽  
2017 ◽  
Vol 49 (18) ◽  
pp. 4303-4308 ◽  
Author(s):  
Dong Li ◽  
Chuancheng Zhang ◽  
Qiang Yue ◽  
Zhen Xiao ◽  
Xianglan Wang ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Room Temperature ◽  
Functional Group ◽  
Hypervalent Iodine ◽  
Electrophilic Amination ◽  
Mild Conditions

An efficient protocol for the synthesis of O-aroyl-N,N-dimethylhydroxylamines, which are important electrophilic amination reagents, is described. The reaction between carboxylic acids and N,N-dimethylformamide is mediated by hypervalent iodine and occurs under mild conditions at room temperature to give the desired products in good yields. The process shows good functional group compatibility and air and moisture tolerance.

scholarly journals New simple synthesis of ring-fused 4-alkyl-4H-3,1-benzothiazine-2-thiones: Direct formation from carbon disulfide and (E)-3-(2-aminoaryl)acrylates or (E)-3-(2-aminoaryl)acrylonitriles

2013 ◽  
Vol 9 ◽  
pp. 460-466 ◽  
Author(s):  
Qiuping Ding ◽  
Yuqing Lin ◽  
Guangni Ding ◽  
Fumin Liao ◽  
Xiaoyan Sang ◽  
...  
Keyword(s):  
Carbon Disulfide ◽  
Efficient Method ◽  
Simple Synthesis ◽  
Metal Catalyst ◽  
Mild Conditions ◽  
Wide Range ◽  
Direct Formation

A new simple and efficient method to construct ring-fused 4-alkyl-4H-3,1-benzothiazine-2-thione derivatives has been developed from carbon disulfide and (E)-3-(2-aminoaryl)acrylates or (E)-3-(2-aminoaryl)acrylonitriles under mild conditions, without the need for a metal catalyst. The newly developed method tolerates a wide range of substrates in moderate to excellent yields. Moreover, this method is advantageous over previous ones for the easy synthesis of reactants.

Synthesis of Malononitrile-Substituted Diarylmethines via 1,6-Addition of Masked Acyl Cyanides to para-Quinone Methides

Synthesis ◽  
2017 ◽  
Vol 50 (04) ◽  
pp. 872-880 ◽  
Author(s):  
Dieter Enders ◽  
Kun Zhao ◽  
Ying Zhi ◽  
Ai Wang
Keyword(s):  
Bioactive Compounds ◽  
Efficient Method ◽  
Conjugate Addition ◽  
Quinone Methides ◽  
Mild Conditions ◽  
Synthetic Utility

An efficient method for the synthesis of malononitrile-substituted­ diarylmethines through 1,6-conjugate addition of para-quinone­ methides with masked acyl cyanide (MAC) reagents has been developed. Under mild conditions, the scalable reaction occurs in good to excellent yields providing a straightforward access to a series of malononitrile-substituted diarylmethines. The synthetic utility of this protocol has been demonstrated in the synthesis of bioactive compounds.

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