Iodobenzene-Catalyzed Preparation of 3,4-Dihydro-1H-2,1-benzothiazine 2,2-Dioxides from 2-Aryl-N-methoxyethanesulfonamides with m-Chloro-peroxybenzoic Acid

doi:10.1055/S-2008-1042945

Paper

Iodobenzene-Catalyzed Preparation of 3,4-Dihydro-1H-2,1-benzothiazine 2,2-Dioxides from 2-Aryl-N-methoxyethanesulfonamides with m-Chloro-peroxybenzoic Acid

Published Apr 1, 2008 · Atsushi Moroda, H. Togo

Synthesis

Q2 SJR score

13

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0

Influential Citations

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Abstract

Iodobenzene-catalyzed cyclization of 2-aryl- N-meth-oxyethanesulfonamides with M-chloroperoxybenzoic acid results in the corresponding 1-methoxy-3,4-dihydro-1 H-2,1-benzothiazine 2,2-dioxides in moderate to good yields. In this reaction, reactive hypervalent iodine [(hydroxy)(tosyloxy)iodo]benzene, formed in situ, reacts with the 2-aryl- N-methoxyethanesulfonamides in an electrophilic manner at the aromatic ring to give the corresponding 1-methoxy-3,4-dihydro-1 H-2,1-benzothiazine 2,2-dioxides.

Study Snapshot

Iodobenzene-catalyzed cyclization of 2-aryl-N-meth-oxyethanesulfonamides with M-chloroperoxybenzoic acid produces 1-methoxy-3,4-dihydro-1H-2,1-benzothi

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Iodobenzene-Catalyzed Preparation of 3,4-Dihydro-1H-2,1-benzothiazine 2,2-Dioxides from 2-Aryl-N-methoxyethanesulfonamides with m-Chloro-peroxybenzoic Acid

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References

Citations

Diaryliodonium Salt-Mediated Intramolecular C-N Bond Formation Using Boron-Masking N-Hydroxyamides.

This study demonstrates a new method for forming intramolecular aromatic C-N bonds, leading to highly functionalized electron-rich indoles and quinolines in practical yields.

Chiral Aryliodine-Catalyzed Asymmetric Oxidative C-N Bond Formation via Desymmetrization Strategy.

The developed asymmetric oxidative C-N bond-forming reaction with chiral diiodospirobiindane catalyst and mCPBA provides lactams or spirolactams with good yields and moderate to high enantioselectivities.

Organocatalysis in Inert C-H Bond Functionalization.

Organocatalysis combined with C-H bond functionalization can enhance the viability, predictability, and selectivity of inert C-H bond functionalization in synthetic chemistry.

Advances in Synthetic Applications of Hypervalent Iodine Compounds.

Hypervalent iodine compounds offer an environmentally sustainable alternative to heavy metals in organic synthesis, offering reactivity similar to transition metals but with environmental sustainability and efficient utilization of natural resources.

The applications of hypervalent iodine(III) reagents in the constructions of heterocyclic compounds through oxidative coupling reactions

Hypervalent iodine(III) reagents can be used as oxidants to synthesize heterocyclic compounds, with their use expanding beyond organic transformations.

Iodoarene-Mediated Cyclization of N-Methoxy-2-arylethanesulfonamides with Oxone.

Iodoarene-mediated cyclization of N-methoxy-2-arylethanesulfonamides with Oxone® produces N-methoxy-3,4-dihydro-2,1-benzothiazine-2,2-dioxides in moderate to good

Efficient synthesis of p-quinols using catalytic hypervalent iodine oxidation of 4-arylphenols with 4-iodophenoxyacetic acid and oxone.

This study developed an efficient synthesis of p-quinols using catalytic hypervalent iodine oxidation of 4-arylphenols with 4-iodophenoxyacetic acid and oxone, resulting in excellent yields.

Catalytic hypervalent iodine oxidation using 4-iodophenoxyacetic acid and oxone: oxidation of p-alkoxyphenols to p-benzoquinones.

This study developed a catalytic hypervalent iodine oxidation method for p-alkoxyphenols to p-benzoquinones in excellent yield, with p-alkoxy being the most effective substituent.