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Literature DB >> 20931573

Oxidative spirocyclization of phenolic sulfonamides: scope and applications.

Abstract

A full account of the oxidative dearomatization of para- and ortho-phenolic sulfonamides is provided together with an overview of the chemistry of the products and their elaboration to building blocks for spirocyclic alkaloids. A concise total synthesis of putative lepadiformine complements the discussion.

Entities: Chemical

Mesh：

Substances：

Year: 2010 PMID： 20931573 DOI： 10.1002/chem.201001402

Source DB: PubMed Journal: Chemistry ISSN： 0947-6539 Impact factor: 5.236

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Cited

8 in total

1. Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent.

Authors: Joshua J Farndon; Xiaofeng Ma; John F Bower
Journal: J Am Chem Soc Date: 2017-09-27 Impact factor: 15.419

2. Synthesis of Benzannulated Medium-ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction.

Authors: Tezcan Guney; Todd A Wenderski; Matthew W Boudreau; Derek S Tan
Journal: Chemistry Date: 2018-08-02 Impact factor: 5.236

Review 3. The chemical synthesis of tetrodoxin: an ongoing quest.

Authors: Jaclyn Chau; Marco A Ciufolini
Journal: Mar Drugs Date: 2011-10-20 Impact factor: 6.085

4. Facile oxidative rearrangements using hypervalent iodine reagents.

Authors: Fateh V Singh; Julia Rehbein; Thomas Wirth
Journal: ChemistryOpen Date: 2012-11-06 Impact factor: 2.911

5. Stereoselective Radical C-H Alkylation with Acceptor/Acceptor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

Authors: Xin Cui; Xue Xu; Li-Mei Jin; Lukasz Wojtas; X Peter Zhang
Journal: Chem Sci Date: 2015-02 Impact factor: 9.825

Oxidative spirocyclization of phenolic sulfonamides: scope and applications.

1. Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent.

2. Synthesis of Benzannulated Medium-ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction.

Review 3. The chemical synthesis of tetrodoxin: an ongoing quest.

4. Facile oxidative rearrangements using hypervalent iodine reagents.

5. Stereoselective Radical C-H Alkylation with Acceptor/Acceptor-Substituted Diazo Reagents via Co(II)-Based Metalloradical Catalysis.

6. A Simple and Broadly Applicable C-N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents.

7. A bio-inspired synthesis of oxindoles by catalytic aerobic dual C-H functionalization of phenols.

Review 8. Electrophilic Aminating Agents in Total Synthesis.