Synthesis of N-Aryl-4-arylhexahydroquinoline Derivatives by Reaction of Cyclic Enaminones with Arylidenemalononitriles in DMSO

Synthesis ◽  
2020 ◽  
Author(s):  
Takeshi Oriyama ◽  
Wei Han ◽  
Chika Inoue ◽  
Tsunaki Onizawa
Keyword(s):  
Transition Metal ◽  
Dimethyl Sulfoxide ◽  
Molecular Sieves ◽  
Metal Catalyst ◽  
Reaction Conditions ◽  
Transition Metal Catalyst ◽  
Cyclic Enaminones ◽  
High Yields

AbstractThe reaction of cyclic enaminones with arylidenemalono­nitriles was carried out in the presence of 13X molecular sieves in dimethyl sulfoxide. Under these mild reaction conditions, various bioactive N-aryl-4-arylhexahydroquinoline derivatives were obtained in high yields without the necessity of using transition-metal catalyst, organobase, or reflux conditions.

scholarly journals Thiocyanation of α-amino carbonyl compounds for the synthesis of aromatic thiocyanates

2020 ◽  
pp. 174751982092355
Author(s):  
Niannian Yi ◽  
Mingjing Ouyang ◽  
Huimin Liu ◽  
Miao Yan ◽  
Xiaoyong Wen ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Transition Metal ◽  
Dimethyl Sulfoxide ◽  
Carbonyl Compounds ◽  
High Efficiency ◽  
Potassium Thiocyanate ◽  
Metal Catalyst ◽  
Reaction Conditions ◽  
Transition Metal Catalyst ◽  
Related Literature

A procedure for K2S2O8-mediated thiocyanation of α-amino carbonyl compounds has been developed for the synthesis of aromatic thiocyanates. A series of α-amino carbonyl compounds have been investigated, and the desired products are obtained in 74%–93% yields. This strategy has the advantages of simple reaction conditions without use of a transition-metal catalyst, high regioselectivity, and high efficiency. Moreover, we found that arylamine thiocyanates can also be obtained from α-amino carbonyl compounds and potassium thiocyanate in the presence of CoCl2·6H2O, I2, and dimethyl sulfoxide through the cleavage of the C–N bond. To explore the reaction mechanism, we designed several control experiments and proposed a possible mechanism using the experimental results and related literature reports.

scholarly journals Iron-Catalyzed Silylation of Alcohols by Transfer Hydrosilylation with Silyl Formates

Synlett ◽  
2017 ◽  
Vol 28 (18) ◽  
pp. 2473-2477 ◽  
Author(s):  
Thibault Cantat ◽  
Timothé Godou ◽  
Clément Chauvier ◽  
Pierre Thuéry
Keyword(s):  
Transition Metal ◽  
Iron Catalyst ◽  
Metal Catalyst ◽  
Reaction Conditions ◽  
Transition Metal Catalyst ◽  
Earth Abundant ◽  
First Time

An iron catalyst is shown for the first time to promote transfer hydrosilylation with silyl formates and is utilized for the silylation of alcohols. Attractive features of this protocol include the use of an earth-abundant transition-metal catalyst, mild reaction conditions, and the release of gases as the only byproducts (H2 and CO2).

Micelle-Mediated Chemistry in Water for the Synthesis of Drug Candidates

Synthesis ◽  
2019 ◽  
Vol 51 (13) ◽  
pp. 2632-2647 ◽  
Author(s):  
Alan Steven
Keyword(s):  
Pharmaceutical Industry ◽  
Transition Metal ◽  
Critical Evaluation ◽  
Metal Catalyst ◽  
Catalyst Loading ◽  
Sonogashira Coupling ◽  
Reaction Conditions ◽  
Transition Metal Catalyst ◽  
Drug Candidates ◽  
Nitro Reduction

Micellar reaction conditions, in a predominantly aqueous medium, have been developed for transformations commonly used by synthetic chemists working in the pharmaceutical industry to discover and develop drug candidates. The reactions covered in this review are the Suzuki–Miyaura, Miyaura borylation, Sonogashira coupling, transition-metal-catalysed CAr–N coupling, SNAr, amidation, and nitro reduction. Pharmaceutically relevant examples of these applications will be used to show how micellar conditions can offer advantages in yield, operational ease, amount of waste generated, transition-metal catalyst loading, and safety over the use of organic solvents, irrespective of the setting in which they are used.1 Introduction2 Micelles as Solubilising Agents3 Micelles as Nanoreactors4 Designer Surfactants5 A Critical Evaluation of the Case for Chemistry in Micelles6 Scope of Review7 Suzuki–Miyaura Coupling8 Miyaura Borylation9 Sonogashira Coupling10 Transition-Metal-Catalysed CAr–N Couplings11 SNAr12 Amidation13 Nitro Reduction14 Micellar Sequences15 Summary and Outlook

Synthesis of 6-phenylbenzo[h]quinolines via photoinduced dehydrogenative annulation of (E)-2-phenyl-3-styrylpyridines

2021 ◽  
Vol 19 (39) ◽  
pp. 8554-8558
Author(s):  
Lixin Niu ◽  
Yun He ◽  
Jin Xi ◽  
Tao Wang ◽  
Yong Liang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Metal Catalyst ◽  
Reaction Conditions ◽  
Transition Metal Catalyst ◽  
Simple Operation ◽  
Catalyst Free ◽  
Free Process

A efficient method for the synthesis of 6-phenylbenzo[h]quinolines 2 has been developed. This strategy has the prominent advantages of simple operation, mild reaction conditions, high atom efficiency, and transition-metal/catalyst-free process.

COx-free hydrogen production via ammonia decomposition over mesoporous Co/Al2O3 catalysts with highly dispersed Co species synthesized by a facile method

2021 ◽  
Author(s):  
Yingqiu Gu ◽  
Di Xu ◽  
Yun Huang ◽  
Zhouyang Long ◽  
Guojian Chen
Keyword(s):  
Fuel Cells ◽  
Hydrogen Production ◽  
Transition Metal ◽  
Transition Metals ◽  
Ammonia Decomposition ◽  
Metal Catalyst ◽  
Facile Synthesis ◽  
Transition Metal Catalyst ◽  
Highly Dispersed ◽  
Free Hydrogen

Transition metals have been considered as potential catalysts for ammonia decomposition to produce COx-free hydrogen for fuel cells. However, the facile synthesis of transition metal catalyst with small size active...

scholarly journals Transition Metal Catalyst‐Free, Base‐Promoted 1,2‐Additions of Polyfluorophenylboronates to Aldehydes and Ketones

2021 ◽  
Author(s):  
Zhiqiang Liu ◽  
Goutam Kumar Kole ◽  
Yudha P. Budiman ◽  
Ya-Ming Tian ◽  
Alexandra Friedrich ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Catalyst ◽  
Free Base ◽  
Transition Metal Catalyst ◽  
Catalyst Free ◽  
Aldehydes And Ketones

Pyridine mediated transition-metal-free direct alkylation of anilines using alcohols via borrowing hydrogen conditions

2020 ◽  
Vol 56 (88) ◽  
pp. 13607-13610 ◽  
Author(s):  
Rajagopal Pothikumar ◽  
Venugopal T Bhat ◽  
Kayambu Namitharan
Keyword(s):  
Transition Metal ◽  
Traditional Approach ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Metal Free ◽  
Borrowing Hydrogen ◽  
Activation Of Alcohols ◽  
Catalyst Systems ◽  
Hydrogen Reactions

Herein, we report aza-aromatics based organic mediators as a readily accessible alternative to the traditional approach of using transition metal catalyst systems for the activation of alcohols in borrowing hydrogen reactions.

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