Transition metal-free domino aryl-aryl coupling/phospha-Michael addition of diarylphosphinite to α,β-unsaturated ketones triggered by alkaline hydrolysis of (4-(2-alkenoyl)phenyl)triarylphosphonium salts

2021 ◽  
pp. 1-13
Author(s):  
Wenhua Huang ◽  
Jing-Yu Xue
Keyword(s):  
Transition Metal ◽  
Michael Addition ◽  
Alkaline Hydrolysis ◽  
Unsaturated Ketones ◽  
Metal Free ◽  
Hydrolysis Of

Regioselective 1,4-conjugate aza-Michael addition of dienones with benzotriazole

2017 ◽  
Vol 23 (4) ◽  
Author(s):  
Zheng Li ◽  
Tianpeng Li ◽  
Rugang Fu ◽  
Jingya Yang
Keyword(s):  
Transition Metal ◽  
Michael Addition ◽  
Potassium Acetate ◽  
High Yield ◽  
Metal Free ◽  
Mild Conditions

AbstractThe regioselective 1,4-conjugate aza-Michael addition of dienones with benzotriazole catalyzed by potassium acetate is described. A series of 3-(benzotriazol-1-yl)-1,5-diarylpent-4-en-1-ones were efficiently synthesized under mild conditions. This protocol has advantages of transition-metal free catalyst, high yield and high regioselectivity.

Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride

2018 ◽  
Vol 16 (41) ◽  
pp. 7564-7567 ◽  
Author(s):  
Yibiao Li ◽  
Shuo Huang ◽  
Chunshu Liao ◽  
Yan Shao ◽  
Lu Chen
Keyword(s):  
Transition Metal ◽  
Nucleophilic Substitution ◽  
Efficient Method ◽  
Free Access ◽  
Metal Free ◽  
Catalyst Free ◽  
Hydrolysis Of

Under catalyst-free conditions, an efficient method for the synthesis of 2-aminopyridine derivatives through the nucleophilic substitution and hydrolysis of 2-fluoropyridine and acetamidine hydrochloride has been developed.

Transition metal-free access to 3,4-dihydro-1,2-oxaphosphinine-2-oxides from phosphonochloridates and chalcones through tandem Michael addition and nucleophilic substitution

2019 ◽  
Vol 55 (87) ◽  
pp. 13124-13127 ◽  
Author(s):  
Zhicheng Fu ◽  
Simin Sun ◽  
Anjian Yang ◽  
Fang Sun ◽  
Jiaxi Xu
Keyword(s):  
Transition Metal ◽  
Nucleophilic Substitution ◽  
Michael Addition ◽  
Nucleophilic Addition ◽  
Free Access ◽  
Metal Free

3,4-Dihydro-1,2-oxaphosphinine 2-oxides are synthesized through tandem intermolecular nucleophilic addition and cyclization of phosphonochloridates and enones in the presence of base.

ChemInform Abstract: Transition-Metal-Free Superbase-Promoted Stereoselective α-Vinylation of Ketones with Arylacetylenes: A General Strategy for Synthesis of β,γ-Unsaturated Ketones.

ChemInform ◽  
2012 ◽  
Vol 43 (52) ◽  
pp. no-no
Author(s):  
Boris A. Trofimov ◽  
Elena Yu. Schmidt ◽  
Nadezhda V. Zorina ◽  
Elena V. Ivanova ◽  
Igor A. Ushakov
Keyword(s):  
Transition Metal ◽  
General Strategy ◽  
Unsaturated Ketones ◽  
Metal Free

Straightforward route to γ-sultams via novel SN/Michael addition tandem

Synthesis ◽  
2020 ◽  
Author(s):  
Anastasiia Klochkova ◽  
Andrey Bubyrev ◽  
Dmitrii Viktorovich Dar'in ◽  
Olga Yu. Bakulina ◽  
Mikhail Krasavin ◽  
...  
Keyword(s):  
Transition Metal ◽  
Electronic Properties ◽  
Michael Addition ◽  
X Ray ◽  
Metal Free ◽  
X Ray Crystallography ◽  
High Yields

A novel tandem approach to trisubstituted γ-sultams has been developed involving N-alkylation of methanesulfonanilides with EWG-substituted allyl bromides followed by intramolecular Michael addition. A series of various isothiazolidine 1,1-dioxides has been prepared under mild transition metal-free conditions in high yields and trans-diastereoselectivity (confirmed by X-ray crystallography). The dependence of reactivity on electronic properties of substrates has been investigated.

Selective Hydrolysis of Phosphorus(V) Compounds to Form Organophosphorus Monoacids

2021 ◽  
Author(s):  
Jeffrey Ash ◽  
Hai Huang ◽  
Paula Cordero ◽  
Jun Yong Kang
Keyword(s):  
Transition Metal ◽  
Selective Hydrolysis ◽  
Metal Free ◽  
Hydrolysis Of

A chloride-, azide-, and transition metal-free method for the synthesis of elusive phosphonic, phosphinic, and phosphoric monoacids has been developed. Inert pentavalent P(V)-compounds (phosphonate, phosphinate, and phosphate) are activated by...

Regiospecific Aza-Michael Addition of 4-Aryl-1H-1,2,3-triazoles to Chalcones: Synthesis of 2,4-Disubstituted 1,2,3-Triazoles in Basic Medium

Synlett ◽  
2017 ◽  
Vol 29 (01) ◽  
pp. 99-105 ◽  
Author(s):  
Rama Peddinti ◽  
Ujjawal Bhagat
Keyword(s):  
Michael Addition ◽  
Basic Medium ◽  
Unsaturated Ketones ◽  
Metal Free ◽  
Michael Adducts ◽  
Donor Ability ◽  
High Yields

A novel metal-free and base-mediated method to display the donor ability of 1,2,3-triazoles for the synthesis of 2,4-disubstituted 1,2,3-triazoles has been developed. A DABCO-promoted aza-Michael addition of 4-aryl NH-1,2,3-triazoles to α,β-unsaturated ketones (chalcones) is presented. The reactions proceeded with complete regiospecificity in a 3:1 mixture of acetonitrile and methanol at 85 °C to provide 2,4-disubstituted 1,2,3-triazoles as Michael adducts, and the addition products 1,3-diaryl-(4-aryl-2H-1,2,3-triazol-2-yl)propan-1-ones were isolated in high yields.

Oxalic Acid Promoted Hydrolysis of Sodium Borohydride for Transition Metal Free Hydrogen Generation

2020 ◽  
Vol 35 (6) ◽  
pp. 1011-1015
Author(s):  
Yuanting Peng ◽  
Hui Zeng ◽  
Yu Shi ◽  
Jinrong Xu ◽  
Lei Xie ◽  
...  
Keyword(s):  
Transition Metal ◽  
Oxalic Acid ◽  
Sodium Borohydride ◽  
Hydrogen Generation ◽  
Metal Free ◽  
Free Hydrogen ◽  
Hydrolysis Of
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