N-Bromoamides as versatile catalysts for aziridination of olefins using chloramine-T

Thakur, Vinay V.; Sudalai, Arumugam

doi:10.1016/s0040-4039(02)02729-6

Cited by 77 publications

(47 citation statements)

References 14 publications

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“…For this purpose Chloramine T has been used in the presence of various catalysts (Scheme 127) [166][167][168][169][170][171][172]. For this purpose Chloramine T has been used in the presence of various catalysts (Scheme 127) [166][167][168][169][170][171][172].…”

Section: Scheme 126mentioning

confidence: 99%

Application of N-halo reagents in organic synthesis

Kolvari

Ghorbani‐Choghamarani

Salehi

et al. 2007

JICS

157

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This review article summarizes published data on the application of N-halo reagents (such as N-halo amines, N-halo amides and/or imides, N-halo sulfonamides and/or imides, and etc.) in various organic functional group transformations such as: oxidation reactions, deprotection and protection of different functional groups, halogenation of saturated and unsaturated compounds, acylation of alcohols, phenols, amines or thiols, epoxidation of alkenes, aziridination and etc. The main purpose of writing this review is encouraging of active researchers interested to this field for the synthesis of new N-halo reagents specially with different halogens and applications of these new N-halo reagents in organic reactions or finding more and more applications of existing N-halo reagents in organic synthesis.

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Section: Scheme 126mentioning

confidence: 99%

Application of N-halo reagents in organic synthesis

Kolvari

Ghorbani‐Choghamarani

Salehi

et al. 2007

JICS

157

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show abstract

“…The process involves the in situ generation of hypobromous acid, which in turn gives rise to bromonium intermediates [61]. N-Bromosuccinimide is also a competent catalyst in this regard (entry 2) [62]. Both of these protocols might be seen as modifications to an earlier report by Sharpless [63], which describes the use of phenyltrimethylammonium bromide (PTAB) as both bromine source and phasetransfer catalyst (entry 3).…”

Section: Aziridines J17mentioning

confidence: 99%

Three‐Membered Heterocycles. Structure and Reactivity

Murphree

2011

Modern Heterocyclic Chemistry

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“…20 In this reaction, NBA or NBS is believed to be the source of the Br + species, which react with the olefin leading to the corresponding bromonium intermediate thus setting the stage for a stereoselective opening by TsNCl − (eq 7). NTs (7) chloramine-T, CH 3 CN 25 °C, 75% NBA Hydroamination of Styrenes.…”

Section: Conversion Of Olefins Into Aziridinesmentioning

confidence: 99%