An Efficient Synthesis Of Acyclic N7- and N9-Adenine Nucleosides Via Alkylation With Secondary Carbon Electrophiles to Introduce Versatile Functional Groups At the C-1 Position of Acyclic Moiety

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.

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Bis-ammonium immobilized polystyrenes with co-catalyzing functional end groups as efficient and reusable heterogeneous catalysts for synthesis of cyclic carbonate from CO2 and epoxides

RSC Advances ◽

10.1039/c5ra23808k ◽

2016 ◽

Vol 6 (3) ◽

pp. 2217-2224 ◽

Cited By ~ 17

Author(s):

Qingyuan Deng ◽

Gaohong He ◽

Yu Pan ◽

Xuehua Ruan ◽

Wenji Zheng ◽

...

Keyword(s):

Functional Groups ◽

Heterogeneous Catalysts ◽

Cyclic Carbonate ◽

Efficient Synthesis ◽

End Groups

Novel bis-ammonium immobilized polystyrenes with co-catalyzing functional groups were prepared for efficient synthesis of cyclic carbonate from CO2 and epoxides.

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Metal-Binding Q-Proline Macrocycles

10.26434/chemrxiv.13554731.v1 ◽

2021 ◽

Author(s):

Justin Northrup ◽

Jesse Wiener ◽

Matthew Hurley ◽

Chun-Feng David Hou ◽

Taylor Keller ◽

...

Keyword(s):

Crystal Structure ◽

Functional Groups ◽

Metal Cation ◽

Metal Binding ◽

Metal Cations ◽

Efficient Synthesis ◽

Steric Interactions ◽

Fmoc Spps

Herein, we introduce the efficient synthesis of Q-proline (Q-Pro) based, metal-binding macrocycles (QPM), which can display up to nine functional groups. Synthesis of eight QPM was achieved through standard Fmoc-SPPS and peptoid chemistry. QPM are disordered in the absence of a metal cation, as evidenced by NMR and a crystal structure of <b>QPM-3</b> obtained through racemic crystallization. Addition of metal cations cause these macrocycles to adopt ordered, uniform core structures regardless of the functional groups. Alkylation of QPM allows for addition of reactive functional groups as the final step in a synthesis. Interestingly, the addition of secondary functional groups to the hydantoin amide position (R<sub>2</sub>) converts the proline ring from Cg-endo to Cg-exo, due to steric interactions.

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Coupling reaction of Aryl Halides Promoted by NiCl2/PPh3/Sm0

Journal of Chemical Research ◽

10.3184/030823402103170772 ◽

2002 ◽

Vol 2002 (11) ◽

pp. 562-563 ◽

Cited By ~ 5

Author(s):

Xingliang Zheng ◽

Yongmin Zhang

Keyword(s):

Functional Groups ◽

Coupling Reaction ◽

Aryl Halides ◽

Efficient Synthesis ◽

Mild Conditions ◽

Coupling Reagent ◽

High Yields

An efficient synthesis of biaryls from various aryl halides has been developed and investigated. The coupling reagent is a catalytic mixture of anhydrous NiCl2 and PPh3 in the presence of metallic samarium. The reaction occurs rapidly under mild conditions, tolerates a variety of functional groups with high yields.

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(3+2)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiocyanate: A Facile and Efficient Synthesis of 2-Amino-4,5-dihydrothiophenes

Synlett ◽

10.1055/a-1385-2385 ◽

2021 ◽

Author(s):

Daniel B. Werz ◽

Anu Jacob ◽

Philip Barkawitz ◽

Ivan A. Andreev ◽

Nina K. Ratmanova ◽

...

Keyword(s):

Functional Groups ◽

Ammonium Thiocyanate ◽

Efficient Synthesis ◽

Donor Acceptor ◽

Efficient Route

AbstractAn easy and efficient route to obtain 2-amino-4,5-dihydrothiophenes is presented. A formal (3+2)-cycloaddition of donor–acceptor cyclopropanes and ammonium thiocyanate catalyzed by Yb(OTf)3 delivers the desired products in good to excellent yields. A broad range of functional groups is tolerated during this process.

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Visible-Light-Promoted C2 Trifluoromethylation of Quinoline N-Oxides

Synthesis ◽

10.1055/s-0039-1690726 ◽

2019 ◽

Vol 52 (02) ◽

pp. 219-226 ◽

Cited By ~ 1

Author(s):

Ce Liang ◽

Wang-Tao Zhuo ◽

Yan-Ning Niu ◽

Guo-Lin Gao

Keyword(s):

Visible Light ◽

Functional Groups ◽

Room Temperature ◽

Efficient Synthesis ◽

Mechanistic Studies ◽

Reaction Proceeds

A photoredox catalytic strategy has been described for the direct C2 trifluoromethylation of quinoline N-oxides. This reaction is compatible with a range of synthetically relevant functional groups for providing efficient synthesis of a variety of C2 trifluoromethyl quinoline N-oxides at room temperature. Mechanistic studies indicated that the reaction proceeds via a radical pathway.

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Synthesis of Symmetrical N-Aryl-C-phosphonoacetamidines

Synlett ◽

10.1055/s-0036-1591919 ◽

2018 ◽

Vol 29 (07) ◽

pp. 933-937 ◽

Cited By ~ 4

Author(s):

Nataly Svintsitskaya ◽

Elena Erkhitueva ◽

Taras Panikorovskii ◽

Rostislav Trifonov ◽

Аlbina Dogadina

Keyword(s):

Functional Groups ◽

Major Product ◽

Efficient Synthesis ◽

Atom Economy ◽

Wide Range ◽

Aryl Amines

An efficient synthesis of a series of novel symmetrical N-aryl-C-phosphonoacetamidines through reaction of diisopropyl (chloroethynyl)phosphonate with primary aryl amines was developed. This procedure tolerates a wide range of functional groups and has a good atom economy. The (E)-isomer was the major product that crystallized preferentially over the (Z)-isomer.

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Efficient Synthesis of Diaryl Sulfides by Copper-catalysed Coupling of Aryl Halides and Thioacetate in Water

Journal of Chemical Research ◽

10.3184/174751912x13545509224571 ◽

2013 ◽

Vol 37 (1) ◽

pp. 19-21 ◽

Cited By ~ 3

Author(s):

Yimin Zhang ◽

Iiu ◽

Junmin Chen

Keyword(s):

Functional Groups ◽

Catalytic System ◽

Aryl Halides ◽

Efficient Synthesis ◽

Highly Efficient ◽

Wide Range ◽

High Yields

A simple economical, and highly efficient catalytic system for the synthesis of diaryl sulfides by a copper-catalysed coupling of aryl halides and thioacetate in water has been developed. A variety of aryl halides reacted with thioacetate to give the desired products in high yields up to 95%. The present catalysis protocol tolerated a wide range of functional groups, including amino, fluoro, and carboxyl moieties.

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Efficient synthesis of 1,2-benzisothiazoles from o-haloarylamidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions

Green Chemistry ◽

10.1039/c7gc03599c ◽

2018 ◽

Vol 20 (4) ◽

pp. 827-831 ◽

Cited By ~ 14

Author(s):

Hao Xie ◽

Guozheng Li ◽

Feng Zhang ◽

Fuhong Xiao ◽

Guo-Jun Deng

Keyword(s):

Transition Metal ◽

Functional Groups ◽

Elemental Sulfur ◽

Bond Formation ◽

Efficient Synthesis ◽

Facile Synthesis ◽

Good Tolerance ◽

Metal Free

Facile synthesis of 1,2-benzisothiazoles from amidines and elemental sulfur via N–S/C–S bond formation under transition-metal-free conditions has been developed with good tolerance of a broad range of functional groups.

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Efficient synthesis of optically active 2-amino-2'-diphenylphosphino-1,1'-binaphthyl and its derivatives

Canadian Journal of Chemistry ◽

10.1139/v99-248 ◽

2000 ◽

Vol 78 (6) ◽

pp. 697-703 ◽

Cited By ~ 33

Author(s):

Kenzo Sumi ◽

Takao Ikariya ◽

Ryoji Noyori

Keyword(s):

Functional Groups ◽

Optically Active ◽

Phosphine Ligand ◽

Amino Group ◽

Efficient Synthesis ◽

Carbamoyl Group

Optically active 2-amino-2'-diphenylphosphino-1,1'-binaphthyls having various functional groups, such as amino, alkoxycarbonylamino, acylamino, mono- and dialkylamino, and sulfonylamino at C2 position were prepared. The key intermediate of the above aminophosphines was 2-carbamoyl-2'-diphenylphosphinyl-1,1'-binaphthyl synthesized from optically active 2-cyano-2'-diphenylphosphinyl-1,1'-binaphthyl. The transformation of the carbamoyl group to an amino group was effected by the Hofmann reaction.Key words: aminophosphine ligand, Hofmann reaction, optically active phosphine ligand.

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