A new dehydrogenative [4 + 1] annulation between para-quinone methides (p-QMs) and iodonium ylides for the synthesis of 2,3-dihydrobenzofurans

Literature Information

Publication Date 2018-10-25
DOI 10.1039/C8QO00950C
Impact Factor 5.281
Authors

Yan-Jie Xiong, Shao-Qing Shi, Wen-Juan Hao, Shu-Jiang Tu, Bo Jiang


View Original

Abstract

A new dehydrogenative [4 + 1] annulation of para-quinone methides (p-QMs) with acyclic and cyclic phenyl iodonium ylides has been established, delivering a variety of functionalized 2,3-dihydrobenzofurans with the retention of the quinone methide unit in generally good yields. The reaction pathway involves 1,6-nucleophilic addition, nucleophilic substitution and oxidation under mild metal-free and convenient conditions, and provides a practical access to construct benzofuran frameworks.

Related Literature

Whole cell environmental biosensor on diamond

Kwok Feng Chong, Kian Ping Loh, Kailian Ang

2008-02-18 Communication

DOI: 10.1039/B719881G

Back matter

Front/Back Matter

DOI: 10.1039/B800670A

A methodology for quantitation and characterization of oligonucleotides in albumin microspheres

Mohammad N. Uddin, Duc P. Do, S. Balakrishna Pai, Sanjay Gayakwad, Carl W. Oettinger, Martin J. D'Souza

2009-04-17 Paper

DOI: 10.1039/B823554F

Detection ofnitric oxide in single cells

Xiaoying Ye, Stanislav S. Rubakhin, Jonathan V. Sweedler

2008-02-07 Critical Review

DOI: 10.1039/B716174C

Detection of secondary biomarker of met-eGH as a strategy to screen for somatotropin misuse in horseracing

Emeline Chu-Van, Gaud Pinel, Patrice Garcia, Marie-Agnès Popot, Geneviève André-Fontaine, Yves Bonnaire, Bruno Le Bizec

2007-12-21 Paper

DOI: 10.1039/B713712E

Contents and Chemical Technology

Front/Back Matter

DOI: 10.1039/B800669P

Back cover

Front/Back Matter

DOI: 10.1039/B900538M

Qualitative evaluation of chromatographic data from quality control schemes using a support vector machine

A. Sanchez-Niubo, F. Ruiz, N. Agell, C. Angulo, A. Domingo-Salvany

2007-10-25 Paper

DOI: 10.1039/B711653P

Hybridization kinetics of double-stranded DNA probes for rapid molecular analysis

Vinay Gidwani, Reza Riahi, Donna D. Zhang

2009-05-22 Paper

DOI: 10.1039/B906077D

You might also like

Compound Q&A

Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?

2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...

7765-11-92-(2-chloroacetamido...
Compound Q&A

Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?

2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...

62176-31-22-(Benzyloxy)-5-brom...
Compound Q&A

What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?

(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...

1159825-48-5(4-Methyl-1,2,5-oxad...
Compound Q&A

What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?

2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...

917985-54-72-(5-Hexylthiophen-2...
Compound Q&A

Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?

While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...

102771-26-64-(8-Methyl-9H-1,3-d...
Compound Q&A

What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?

The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...

851376-80-2tert-butyl 3-hydroxy...
Compound Q&A

How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?

Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...

6844-58-23,5-Diamino-1H-pyraz...
Compound Q&A

How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?

(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...

351019-18-6(6-Fluoro-3-pyridiny...
Compound Q&A

What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?

Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...

10065-79-9Dibenzyl carbonimido...
Compound Q&A

What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?

The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...

74228-83-4(beta,beta,2,3,4,5,6...

Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.