Polymer-Supported Sulfinimidoyl Chlorides: A Convenient Reagent for Oxidation of Alcohols

Matsuo, Jun‐ichi; Kawana, Asahi; Yamanaka, Hiroyuki; Kamiyama, Hiroaki

doi:10.1246/bcsj.76.1433

Cited by 10 publications

(4 citation statements)

References 34 publications

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“…In another variant of this approach, polymer-supported sulfinimidoyl chlorides were used either as catalysts with NCS or in stoichiometric amounts. 123 In the first case, longer reaction times were required than in the case of monomeric sulfonamide.…”

Section: Scheme 77mentioning

confidence: 99%

Applications of N-Chlorosuccinimide in Organic Synthesis

Golebiewski¹,

Gucma²

2007

Synthesis

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Section: Scheme 77mentioning

confidence: 99%

Applications of N-Chlorosuccinimide in Organic Synthesis

Golebiewski¹,

Gucma²

2007

Synthesis

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“…The oxidation of alcohols to carbonyl compound using NCS always requires appropriate catalysts such as TEMPO, tetrabutylammonium chloride, polymer‐supported sulfinimidoylchloride, N ‐ tert ‐butylbenzenesulfonamide, K 2 CO 3, and Corey–Kim reagent [ 51–55 ] (NCS‐SMe 2 complex) (Figure 7) (Schemes 20–23).…”

Section: Oxidative Transformations (C–cl and C–o)mentioning

confidence: 99%

A new outlook in oxidative transformations and coupling reactions via in situ generation of organic chloramines

Govada

Reddy

2022

Applied Organom Chemis

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Owing to their various modes of coordinating and oxidizing reactivity, organic chloramines represent versatile building blocks for the synthesis of an ample range of multiatomic organic compounds. The present review focuses on synthetic methodologies using their dichotomous nature, which is the basis of their reactivity as oxidant and substrate. This is the first ever review covering the extensive applications of this large class of N–Cl compounds (organic chloramines) especially using one‐pot reaction strategies for various organic transformations, and construction of bonds such as chlorination (C–Cl, S–Cl), oxidation (C=O), cross‐coupling (C–N, CONR, S–N), cyclization, substitution, rearrangement, and catalysis, have been described, briefly to highlight important aspects of the organic chloramines in organic synthesis.

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“…Polymer‐supported sulfinimidoyl chloride is a particularly convenient reagent for the oxidation of alcohols because the oxidation products are easy to isolate 22. 23 …”

Section: Oxidative–reductive Condensation Reactionsmentioning

confidence: 99%

Explorations into New Reaction Chemistry

Mukaiyama

2004

Angew Chem Int Ed

189

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This Review describes the basic concepts that have guided our exploration of new chemical reactions by giving examples of results from my research group. Our strategy of carrying out research is to investigate three to four different topics at a time so we can gather as many results as possible. These may at first appear unrelated to each other but may have the potential to be united into a greater hypothesis after repeated feedback. Three scenarios from our research are presented: the "oxidative-reductive condensation reaction" devised in 1960, which after an interval of nearly 40 years brought forth the new concept of using compounds of structure Ph(2)POR as reducing reagents; the "TiCl(4)-aldol reaction" of 1973 that eventually led to the present "base-promoted aldol reaction" through a chain of ideas; and the "glycosylation reaction using fluorosugars" from 1984 which recently bloomed into "stereocontrolled glycosylation". Thus, it can be said that by reviewing what we had done before, we were able to expand on it to achieve new outcomes.

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Polymer-Supported Sulfinimidoyl Chlorides: A Convenient Reagent for Oxidation of Alcohols

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 10 publications

References 34 publications

Applications of N-Chlorosuccinimide in Organic Synthesis

Applications of N-Chlorosuccinimide in Organic Synthesis

A new outlook in oxidative transformations and coupling reactions via in situ generation of organic chloramines

Explorations into New Reaction Chemistry

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