Acid promoted synthesis of cyclic 1,3-dione fused symmetrical 2,8-dioxabicyclo[3.3.1]nonanes-Reference-Cited by-同舟云学术

Acid promoted synthesis of cyclic 1,3-dione fused symmetrical 2,8-dioxabicyclo[3.3.1]nonanes

Published:2015 Issue:129 Volume:5 Page:106860-106867
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Bingi Chiranjeevi¹²³⁴,Kale Ashok¹²³⁴,Nanubolu Jagadeesh Babu⁵²³⁴,Atmakur Krishnaiah¹²³⁴⁶

Affiliation:

1. Division of Crop Protection Chemicals

2. CSIR-Indian Institute of Chemical Technology

3. Hyderabad 500 007

4. India

5. Laboratory of X-ray Crystallography

6. AcSIR-Indian Institute of Chemical Technology

Abstract

Synthesis of symmetrical 2,8-dioxabicyclo[3.3.1]nonanes (4) is accomplished by the reaction of β-enamino ketones (1) and 1,3-cyclohexanediones (2) in AcOH. However, the presence of TFA in toluene gave xanthenes (5).

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/RA/C5RA23706H

Reference50 articles.

1. Domino reactions for the synthesis of bridged bicyclic frameworks: fast access to bicyclo[n.3.1]alkanes

2. Synthetic efforts toward [3.3.1] bridged bicyclic phloroglucinol natural products

3. Novel Syntheses of Bridge-Containing Organic Compounds

4. Stereocontrolled Synthesis and Reactions of Bicyclo[3.3.1]nonanes

5. Syntheses and Applications of Functionalized Bicyclo[3.2.1]octanes: Thirteen Years of Progress

Cited by 9 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. p-Toluenesulfonic acid-promoted organic transformations for the generation of molecular complexity;Organic & Biomolecular Chemistry;2024

2. Switchable Synthesis of Cyclohexanedione‐fused 2,8‐Oxaza/2,8‐Dioxa Bicyclo[3.3.1]nonanes and 4‐Substituted 4 H ‐Chromenes by Tunability of the Deamination/Dehydration Process;Asian Journal of Organic Chemistry;2022-02-10

3. Micelle‐Mediated Trimerization of Ynals to Orthogonally Substituted 4 H ‐Pyrans in Water: Downstream Rearrangement to Bioactive 2,8‐dioxabicyclo[3.3.1]nona‐3,6‐diene Frameworks;European Journal of Organic Chemistry;2021-10-11

4. Regioselective synthesis of di-aromatic ring-fused 2,8-dioxa/dithia bicyclo[3,3,1]nonane derivatives via recyclable polymeric Brønsted acid-catalyzed one-pot tandem formation of multiple chemical C–C/C–O and C–C/C–S bonds;Tetrahedron;2021-08

5. Regioselective condensation of hydroxyaromatic compounds with 2,5-dimethoxytetrahydrofuran: facile one-pot synthesis of new substituted diaryl-fused 2,8-dioxabicyclo[3.3.2]nonanes comprising central ketal moieties;New Journal of Chemistry;2020