Hard acid and soft nucleophile systems. 5. Ring-opening reaction of lactones to .omega.-alkylthio- or .omega.-arylthio carboxylic acids with aluminum halide and thiol

1981 ◽  
Vol 46 (25) ◽  
pp. 5163-5166 ◽  
Author(s):  
Manabu Node ◽  
Kiyoharu Nishide ◽  
Masahito Ochiai ◽  
Kaoru Fuji ◽  
Eiichi Fujita
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Ring Opening Reaction ◽  
Aluminum Halide

Palladium-Catalyzed Ring-Opening Reaction of Methyleneaziridines with Carboxylic Acids: Synthesis of α-Amidoketones (III).

ChemInform ◽  
2004 ◽  
Vol 35 (32) ◽  
Author(s):  
Byoung Ho Oh ◽  
Itaru Nakamura ◽  
Yoshinori Yamamoto
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Ring Opening Reaction ◽  
Palladium Catalyzed

ChemInform Abstract: Ring-Opening Reaction of 2-Amino-4,5-dihydro-3-furancarbonitriles with Carboxylic Acids under Solvent-Free Conditions

ChemInform ◽  
2008 ◽  
Vol 39 (30) ◽  
Author(s):  
Hiroshi Maruoka ◽  
Fumi Okabe ◽  
Kenji Yamagata
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Solvent Free ◽  
Ring Opening Reaction ◽  
Solvent Free Conditions

ChemInform Abstract: ANODIC RING OPENING REACTION OF 2-METHOXY-1-CYCLOPENTENE-1-CARBOXYLIC ACIDS

1973 ◽  
Vol 4 (44) ◽  
pp. no-no
Author(s):  
SIGERU TORII ◽  
HIDEO TANAKA ◽  
TOKIO FUKUOKA ◽  
SHUKUO HIRAI
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Ring Opening Reaction

Ring‐Opening Reaction of 2‐Amino‐4,5‐dihydro‐3‐furancarbonitriles with Carboxylic Acids under Solvent‐Free Conditions

2008 ◽  
Vol 38 (4) ◽  
pp. 559-566 ◽  
Author(s):  
Hiroshi Maruoka ◽  
Fumi Okabe ◽  
Kenji Yamagata
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Solvent Free ◽  
Ring Opening Reaction ◽  
Solvent Free Conditions

Palladium-Catalyzed Ring-Opening Reaction of Methyleneaziridines with Carboxylic Acids:  Synthesis of α-Amidoketones

2004 ◽  
Vol 69 (8) ◽  
pp. 2856-2858 ◽  
Author(s):  
Byoung Ho Oh ◽  
Itaru Nakamura ◽  
Yoshinori Yamamoto
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Ring Opening Reaction ◽  
Palladium Catalyzed

scholarly journals Anodic Ring Opening Reaction of 2-Methoxy-1-cyclopentene-1-carboxylic Acids

1973 ◽  
Vol 46 (8) ◽  
pp. 2534-2537 ◽  
Author(s):  
Sigeru Torii ◽  
Hideo Tanaka ◽  
Tokio Fukuoka ◽  
Shukuo Hirai
Keyword(s):  
Carboxylic Acids ◽  
Ring Opening ◽  
Ring Opening Reaction

Efficient and Regioselective Ring-opening of Epoxides with Carboxylic Acid Catalyzed by Graphite Oxide

2020 ◽  
Vol 17 (7) ◽  
pp. 532-538
Author(s):  
Maryam Mirza-Aghayan ◽  
Mahdieh Molaee Tavana ◽  
Elaheh Golam Alipour Niazi ◽  
Rabah Boukherroub
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Graphite Oxide ◽  
Ring Opening ◽  
Reaction Times ◽  
Metal Free ◽  
Ring Opening Reaction ◽  
Ring Opening Of Epoxides ◽  
Acid Catalyzed

An efficient, simple and regioselective ring-opening reaction of epoxides with various carboxylic acids under metal-free conditions is reported. The ring-opening of epoxides takes place in the presence of graphite oxide as an efficient and available catalyst to produce the corresponding 2-hydroxy monoester and 1,2-diester derivatives in good yields. Regioselective attack of the nucleophile, short reaction times, metal-free conditions and reusability of catalyst are among the advantages of the present protocol.

On the Conrotatory Ring Opening of 3-Carbomethoxycyclobutene Vis-À-Vis 3-Carbomethoxy-1,2-Benzocyclobutene and the Predominant Inward Opening of 3-Dimethylaminocarbonyl-1,2-Benzocyclobutene

2018 ◽  
Author(s):  
Veejendra Yadav ◽  
Dasari L V K Prasad ◽  
Arpita Yadav ◽  
Maddali L N Rao
Keyword(s):  
Transition State ◽  
Ring Opening ◽  
Electron Process ◽  
Ring Opening Reaction ◽  
Stable Species ◽  
Electron Event

<p>The torquoselectivity of conrotatory ring opening of 3-carbomethoxycyclobutene is controlled by p<sub>C1C2</sub>→s*<sub>C3C4</sub> and s<sub>C3C4</sub>→p*<sub>CO</sub> interactions in the transition state in a 4-electron process as opposed to only s<sub>C3C4</sub>→p*<sub>CO</sub> interaction in an apparently 8-electron event in 3-carbomethoxy-1,2-benzocyclobutene. The ring opening of 3-carbomethoxy-1,2-benzocyclobutene is sufficiently endothermic. We therefore argue that the reverse ring closing reaction is faster than the forward ring opening reaction and, thus, it establishes an equilibrium between the two and subsequently allows formation of the more stable species <i>via</i> outward ring opening reaction. Application of this argument to 3-dimethylaminocarbonyl-1,2-benzocyclobutene explains the predominantly observed inward opening.</p>

One-step preparation of cyclen-containing hydrophilic polymeric monolithic materials via epoxy-amine ring-opening reaction and their application in enrichment of N-glycopeptides

Talanta ◽  
2021 ◽  
Vol 225 ◽  
pp. 122049
Author(s):  
Chen Ma ◽  
Ruizhi Tang ◽  
Yan Wang ◽  
Shujuan Ma ◽  
Shouwan Tang ◽  
...  
Keyword(s):  
Ring Opening ◽  
Epoxy Amine ◽  
Ring Opening Reaction ◽  
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