Synthesis and use of a cost-effective, aqueous soluble diazo transfer reagent – m-carboxybenzenesulfonyl azide

Rosella M. O'Mahony; Caoimhe M. Broderick; Denis Lynch; Stuart G. Collins; Anita R. Maguire

doi:10.1016/j.tetlet.2018.11.051

Synthesis and use of a cost-effective, aqueous soluble diazo transfer reagent – m-carboxybenzenesulfonyl azide

Rosella M. O'Mahony
, Caoimhe M. Broderick
, Denis Lynch
, Stuart G. Collins
, Anita R. Maguire

University College Cork

Research output: Contribution to journal › Article › peer-review

Abstract

Herein, we report the preparation and use of m-carboxybenzenesulfonyl azide as a diazo transfer reagent. This compound is an inexpensive and potentially scalable alternative to many of the diazo transfer reagents currently available, most of which have hazards associated with their use. Its usefulness and suitability as a diazo transfer reagent was assessed on the basis of cost, safety and its effectiveness in diazo transfer to a variety of different substrates.

Original language	English
Pages (from-to)	35-39
Number of pages	5
Journal	Tetrahedron Letters
Volume	60
Issue number	1
DOIs	https://doi.org/10.1016/j.tetlet.2018.11.051
Publication status	Published - 3 Jan 2019

Keywords

Aqueous media
Diazo transfer
Sulfonyl azide
α-Diazocarbonyl compounds

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10.1016/j.tetlet.2018.11.051

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title = "Synthesis and use of a cost-effective, aqueous soluble diazo transfer reagent – m-carboxybenzenesulfonyl azide",

abstract = "Herein, we report the preparation and use of m-carboxybenzenesulfonyl azide as a diazo transfer reagent. This compound is an inexpensive and potentially scalable alternative to many of the diazo transfer reagents currently available, most of which have hazards associated with their use. Its usefulness and suitability as a diazo transfer reagent was assessed on the basis of cost, safety and its effectiveness in diazo transfer to a variety of different substrates.",

keywords = "Aqueous media, Diazo transfer, Sulfonyl azide, α-Diazocarbonyl compounds",

author = "O'Mahony, \{Rosella M.\} and Broderick, \{Caoimhe M.\} and Denis Lynch and Collins, \{Stuart G.\} and Maguire, \{Anita R.\}",

note = "Publisher Copyright: {\textcopyright} 2018",

year = "2019",

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doi = "10.1016/j.tetlet.2018.11.051",

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T1 - Synthesis and use of a cost-effective, aqueous soluble diazo transfer reagent – m-carboxybenzenesulfonyl azide

AU - O'Mahony, Rosella M.

AU - Broderick, Caoimhe M.

AU - Lynch, Denis

AU - Collins, Stuart G.

AU - Maguire, Anita R.

PY - 2019/1/3

Y1 - 2019/1/3

N2 - Herein, we report the preparation and use of m-carboxybenzenesulfonyl azide as a diazo transfer reagent. This compound is an inexpensive and potentially scalable alternative to many of the diazo transfer reagents currently available, most of which have hazards associated with their use. Its usefulness and suitability as a diazo transfer reagent was assessed on the basis of cost, safety and its effectiveness in diazo transfer to a variety of different substrates.

AB - Herein, we report the preparation and use of m-carboxybenzenesulfonyl azide as a diazo transfer reagent. This compound is an inexpensive and potentially scalable alternative to many of the diazo transfer reagents currently available, most of which have hazards associated with their use. Its usefulness and suitability as a diazo transfer reagent was assessed on the basis of cost, safety and its effectiveness in diazo transfer to a variety of different substrates.

KW - Aqueous media

KW - Diazo transfer

KW - Sulfonyl azide

KW - α-Diazocarbonyl compounds

UR - https://www.scopus.com/pages/publications/85057508388

U2 - 10.1016/j.tetlet.2018.11.051

DO - 10.1016/j.tetlet.2018.11.051

M3 - Article

AN - SCOPUS:85057508388

SN - 0040-4039

VL - 60

SP - 35

EP - 39

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 1

ER -

Synthesis and use of a cost-effective, aqueous soluble diazo transfer reagent – m-carboxybenzenesulfonyl azide

Abstract

Keywords

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