Cu-Catalyzed hydrophosphorylative ring opening of propargyl epoxides: highly selective access to 4-phosphoryl 2,3-allenols

2016 ◽  
Vol 52 (80) ◽  
pp. 11959-11962 ◽  
Author(s):  
Ruwei Shen ◽  
Jianlin Yang ◽  
Haipeng Zhao ◽  
Yu Feng ◽  
Lixiong Zhang ◽  
...  
Keyword(s):  
Ring Opening ◽  
Cross Coupling ◽  
Mild Conditions ◽  
Selective Access ◽  
Excellent Selectivity

A CuI-catalyzed cross-coupling of propargyl epoxides with P(O)H compounds to produce 4-phosphoryl 2,3-allenols with excellent selectivity under mild conditions is disclosed.

Ligand-Free Nickel-Catalyzed Reductive Allylic Defluorinative Cross-Coupling of α-Trifluoromethyl Alkenes with Epoxides

Synlett ◽  
2020 ◽  
Author(s):  
Chuan Wang ◽  
Zhiyang Lin ◽  
Yun Lan
Keyword(s):  
Ring Opening ◽  
Cross Coupling ◽  
Proton Donor ◽  
Mild Conditions ◽  
Ligand Free ◽  
High Yields ◽  
Radical Type

We report a reductive allylic defluorinative reaction of α-trifluoromethyl alkenes with terminal epoxides, which consists of an iodide-mediated regioselective ring opening and a nickel-catalyzed radical-type cross-coupling, providing diverse tertiary gem-difluorobishomoallylic alcohols in moderate to high yields. Notably, this reaction is conducted under mild conditions and requires no external ligand or proton donor.

scholarly journals Nickel-Catalyzed Asymmetric Reductive Cross-Coupling of α-Chloroesters with (Hetero)Aryl Iodides

2021 ◽  
Author(s):  
Travis DeLano ◽  
Sara Dibrell ◽  
Caitlin R. Lacker ◽  
Adam Pancoast ◽  
Kelsey Poremba ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Mild Conditions ◽  
Aryl Iodides ◽  
Reaction Proceeds

An asymmetric reductive cross-coupling of α-chloroesters and (hetero)aryl iodides is reported. This nickel-catalyzed reaction proceeds with a chiral BiOX ligand under mild conditions, affording α-arylesters in good yields and enantioselectivities....

Design and synthesis of 1,8-Naphthalimide Functionalized Benzothiadiazoles

2021 ◽  
Author(s):  
Rajneesh Misra ◽  
Yogjivan Rout
Keyword(s):  
Ring Opening ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Design And Synthesis ◽  
Cross Coupling Reaction ◽  
Ring Opening Reaction

A series of multi acceptor based push-pull derivatives BTD2–BTD5 were designed and synthesized via Pd-catalyzed Sonogashira cross-coupling reaction followed by [2+2] cycloaddition–electrocyclic ring-opening reaction in which benzothiadiazole (BTD, A1), naphthalimide...

scholarly journals Phosphite-Mediated Reductive Cross-Coupling of Isatins and Nitro­styrenes

Synthesis ◽  
2017 ◽  
Vol 49 (12) ◽  
pp. 2663-2676 ◽  
Author(s):  
Somayeh Motevalli ◽  
Jeffrey Johnson
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Reductive Coupling ◽  
Title Reaction ◽  
Dimethyl Phosphite ◽  
Mild Conditions ◽  
Michael Type Addition

A new reductive coupling reaction between N-alkylisatins, dimethyl phosphite, and nitrostyrenes has been developed. The reaction relies on Pudovik addition, subsequent phosphonate–phosphate rearrangement, and Michael-type addition of a transient carbanion on the indolinone with β-nitrostyrenes. This protocol introduces a convenient and versatile method for the construction of polyfunctionalized tertiary phosphates under mild conditions. Chiral general bases catalyze the title reaction with promising levels of enantioselectivity.

scholarly journals The Chemoselective Reduction of Isoxazolineγ-Lactams Through Iminium Aza-Diels-Alder Reactions: A Short-Cut Synthesis of Aminols as Valuable Intermediates towards Nucleoside Derivatives

2012 ◽  
Vol 2012 ◽  
pp. 1-10
Author(s):  
Misal Giuseppe Memeo ◽  
Mariella Mella ◽  
Paolo Quadrelli
Keyword(s):  
Catalytic Oxidation ◽  
Ring Opening ◽  
Diels Alder ◽  
Mild Conditions ◽  
Nucleoside Synthesis ◽  
Conformationally Locked

Isoxazolineγ-lactams are prepared starting from the regioisomeric cycloadducts of benzonitrile oxide to theN-alkyl 2-azanorbornenes taking advantage of the efficient catalytic oxidation by RuO4. The reduction of the amide groups is easily conducted in the presence of LiAlH4under mild conditions, which allowed for the chemoselective reduction of the amide moiety followed by ring opening to afford the desired conformationally locked isoxazoline-carbocyclic aminols, as valuable intermediates for nucleoside synthesis.

scholarly journals Pd–Ni Bimetallic Nanoparticles Supported on Zro2 as an Efficient Catalyst for Suzuki–Miyaura Reactions

2018 ◽  
Vol 42 (8) ◽  
pp. 419-423
Author(s):  
Li-Jie Zhang ◽  
Xian Yao ◽  
Ying-xin Sun ◽  
Jia-wei Zhang ◽  
Chun Cai
Keyword(s):  
Reduction Method ◽  
Bimetallic Nanoparticles ◽  
Bimetallic Catalyst ◽  
Cross Coupling ◽  
Catalytic Performance ◽  
Coupling Reactions ◽  
Efficient Catalyst ◽  
Mild Conditions ◽  
Cross Coupling Reactions ◽  
Excellent Catalytic Performance

Pd–Ni bimetallic nanoparticles (BMNPs) supported on ZrO2 were prepared by an impregnation–reduction method. The BMNPs showed excellent catalytic performance in Suzuki carbon–carbon cross-coupling reactions and almost quantitative conversion of the substrates was obtained under mild conditions in the absence of ligand. The excellent catalytic performance of the bimetallic catalyst could be a result of the synergistic effect between the two metal components. The catalyst showed outstanding recyclability during the reaction process; no obvious decrease in catalytic performance was observed after five cycles.

Pd‐Catalyzed Enantioselective Ring Opening/Cross‐Coupling and Cyclopropanation of Cyclobutanones

2018 ◽  
Author(s):  
Jian Cao ◽  
Ling Chen ◽  
Feng‐Na Sun ◽  
Yu‐Li Sun ◽  
Ke‐Zhi Jiang ◽  
...  
Keyword(s):  
Ring Opening ◽  
Cross Coupling
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