Phosphine catalyzed [3+2] cyclization/Michael addition of allenoate with CS2 to form 2-thineyl vinyl sulfide

2020 ◽  
Vol 56 (78) ◽  
pp. 11669-11672
Author(s):  
Weihong Fei ◽  
Ping Xu ◽  
Jie Hou ◽  
Weijun Yao
Keyword(s):  
Michael Addition ◽  
Tandem Reaction ◽  
Vinyl Sulfide ◽  
Two Component

We have developed a DPPE-catalyzed three molecular two component tandem reaction of γ-substituted allenoate and CS2 to construct 2-thineyl vinyl sulfide through phosphine catalyzed [3+2] cyclization followed by Michael addition.

Recent Synthetic Approaches and Biological Evaluations of Amino Hexahydroquinolines and Their Spirocyclic Structures

2019 ◽  
Vol 19 (7) ◽  
pp. 875-915 ◽  
Author(s):  
Amr M. Abdelmoniem ◽  
Magda F. Mohamed ◽  
Doaa M. Abdelmoniem ◽  
Said A.S. Ghozlan ◽  
Ismail A. Abdelhamid
Keyword(s):  
Double Bond ◽  
Calcium Channel ◽  
Michael Addition ◽  
Antitubercular Agents ◽  
Sar Studies ◽  
Two Component ◽  
Synthetic Routes ◽  
Synthetic Approaches ◽  
Three Components

In this review, the recent synthetic approaches of amino hexahydroquinolines and their spirocyclic structures were highlighted. The synthetic routes include, two-components, three-components or fourcomponents reactions. The two-component [3+3] atom combination reaction represents the simplest method. It involves Michael addition of the electron rich β-carbon of β-enaminones to the activated double bond of cinnamonitriles followed by cyclization to yield hexahydroquinoline compounds. The bioactivity profiles and SAR studies of these compounds were also reviewed with emphasis to the utility of these substances as antimicrobial, anticancer and antitubercular agents, as well as calcium channel modulators.

Rhodium(iii)-catalyzed tandem reaction: efficient synthesis of dihydrobenzo thiadiazine 1-oxide derivatives

2019 ◽  
Vol 6 (9) ◽  
pp. 1458-1462 ◽  
Author(s):  
Yang Li ◽  
Chen-Fei Liu ◽  
Xin-Yang Liu ◽  
Yan-Jun Xu ◽  
Lin Dong
Keyword(s):  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Two Component

A tandem annulation reaction triggered by rhodium(iii)-catalyzed C–H bond functionalizations has been well developed for highly efficient synthesis of dihydrobenzo thiadiazine 1-oxide derivatives from free NH-sulfoximine and two-component benzyl azides.

Diastereoselective synthesis of pitavastatin calcium via bismuth-catalyzed two-component hemiacetal/oxa-Michael addition reaction

2015 ◽  
Vol 13 (38) ◽  
pp. 9813-9819 ◽  
Author(s):  
Fangjun Xiong ◽  
Haifeng Wang ◽  
Lingjie Yan ◽  
Lingjun Xu ◽  
Yuan Tao ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Addition Reaction ◽  
Diastereoselective Synthesis ◽  
Michael Addition Reaction ◽  
Two Component ◽  
Pitavastatin Calcium

An efficient and concise asymmetric synthesis of pitavastatin calcium (1) starting from commercially available (S)-epichlorohydrin is described.

Practical Synthesis of Functionalized Chromeno[3,4-c]pyridine Derivatives via a CuCl2-Catalyzed Tandem Reaction of the Blaise Reaction Intermediates and 3-Cyanocoumarins

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 959-963
Author(s):  
Jian-Jun Li ◽  
Zhiwei Chen ◽  
Yangyang Fan ◽  
Lei Zheng ◽  
Zhaohai Yang
Keyword(s):  
Michael Addition ◽  
Functional Group ◽  
Tandem Reaction ◽  
Pyridine Derivatives ◽  
Reaction Intermediates ◽  
Reaction Conditions ◽  
Purification Technique ◽  
Aromatization Reaction ◽  
Oxidative Aromatization ◽  
Practical Synthesis

This work discloses a novel and efficient protocol for the construction of functionalized chromeno[3,4-c]pyridine derivatives from the Blaise reaction intermediates and 3-cyanocoumarins through a CuCl2-catalyzed sequential Michael addition/intramolecular cyclization/oxidative aromatization reaction. This new method shows the advantages of mild reaction conditions, easy workup, nonchromatographic purification technique, good functional group tolerance, and moderate to good yields.

Stereoselective synthesis of organosulfur compounds incorporating N-aromatic heterocyclic motifs and quaternary carbon centers via a sulfa-Michael triggered tandem reaction

2015 ◽  
Vol 51 (47) ◽  
pp. 9714-9717 ◽  
Author(s):  
Tianyou Qin ◽  
Lu Cheng ◽  
Sean Xiao-An Zhang ◽  
Weiwei Liao
Keyword(s):  
Michael Addition ◽  
Stereoselective Synthesis ◽  
Tandem Reaction ◽  
Organosulfur Compounds ◽  
The Novel ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Aromatic Heterocyclic

The novel sulfa-Michael addition (SMA)-triggered tandem reaction was developed by combining a SMA reaction with a simultaneous rearomatization process.

A controlled selective synthesis of dihydropyrans through tandem reaction of alkynes with diazo compounds

2017 ◽  
Vol 53 (31) ◽  
pp. 4350-4353 ◽  
Author(s):  
Junxiang Min ◽  
Guangyang Xu ◽  
Jiangtao Sun
Keyword(s):  
Michael Addition ◽  
Diazo Compounds ◽  
Tandem Reaction ◽  
Controlled Synthesis ◽  
Selective Synthesis ◽  
Sequential Reaction

A controlled synthesis of dihydropyrans via sequential reaction of allenoate formation and intramolecular oxo-Michael addition has been achieved.

A new method to access triazole-fused spiro-guanidines from the reaction of isothiocyanates tethered N-sulfonyl-1,2,3-triazoles and amines

2016 ◽  
Vol 3 (11) ◽  
pp. 1447-1451
Author(s):  
Hou-Lu Liu ◽  
Yu Jiang ◽  
Jian Hao ◽  
Xiang-Ying Tang ◽  
Min Shi
Keyword(s):  
Reaction Process ◽  
New Method ◽  
Tandem Reaction ◽  
Two Component

The reaction of isothiocyanate tethered N-sulfonyl-1,2,3-triazoles and amines afforded asymmetrical guanidines in fair to excellent yields through a two-component tandem reaction process.

Metal-free oxidative coupling of aminopyridines with nitroolefins to imidazo[1,2-a]pyridine in the presence of I2–TBHP–pyridine

2016 ◽  
Vol 71 (2) ◽  
pp. 141-147 ◽  
Author(s):  
Litao An ◽  
Xiaojun Sun ◽  
Meng Lv ◽  
Jianfeng Zhou ◽  
Fengxia Zhu ◽  
...  
Keyword(s):  
Catalytic System ◽  
Michael Addition ◽  
Oxidative Coupling ◽  
Tandem Reaction ◽  
Butyl Hydroperoxide ◽  
Metal Free

AbstractA facile metal-free approach to the synthesis of imidazo[1,2-a]pyridine was developed through a tandem reaction of Michael addition and oxidative coupling. Iodine–t-butyl hydroperoxide–pyridine was found to be a green and efficient catalytic system for this approach.

A Brønsted acid catalyzed tandem reaction for the diastereoselective synthesis of cyclobuta-fused tetrahydroquinoline carboxylic esters

2021 ◽  
Author(s):  
Valentina Marras ◽  
Pierluigi Caboni ◽  
Francesco Secci ◽  
Régis Guillot ◽  
David J. Aitken ◽  
...  
Keyword(s):  
Michael Addition ◽  
Tandem Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Diastereoselective Synthesis ◽  
Cyclization Process ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
Carboxylic Esters

We have established a Brønsted acid catalyzed diastereoselective synthesis of diversely substituted cyclobuta-fused tetrahydroquinoline carboxylic esters through a new tandem aza-Michael addition-aza-Friedel–Crafts cyclization process.

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