𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of a Benzolactone Collection using Click Chemistry

✍ Scribed by Jan Ritschel; Florenz Sasse; Martin E. Maier

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
211 KB
Volume
2007
Category
Article
ISSN
1434-193X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A collection of benzotriazoles consisting of seven compounds was prepared from the propynyl‐substituted benzolactone 1 and various azides using click chemistry. The lactone 1 was obtained through a short route by direct esterification of the allylbenzoic acid 9 with the alkynol 7 giving the benzoate 2. The homopropargyl alcohol 7 in turn was obtained by opening the epoxide 6 with triisopropylsilyl acetylide. Ring‐closing metathesis of the ester 2 using Grubbs catalyst II followed by removal of the silicon protecting group furnished the lactone 1. Two of the benzotriazoles, 17a and 17b, were also converted into the corresponding phenols to probe the role of the phenolic OH on the biological activity. All nine benzotriazoles showed cytotoxic activity in a L929 mouse fibroblast assay with IC~50~ values in the low micromolar range. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

📜 SIMILAR VOLUMES

Synthesis of Lanthanide(III) Chelates by
Synthesis of Lanthanide(III) Chelates by Using ‘Click’ Chemistry
✍ Janne Ketola; Johanna Katajisto; Harri Hakala; Jari Hovinen 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 German ⚖ 113 KB

## Abstract The copper(I)‐catalyzed dipolar [2+3] cycloaddition reaction of an azide and a terminal alkyne is exploited in the preparation of various europium(III), terbium(III), and dysprosium(III) chelates (__Schemes 1–3__). By changing the nature of the alkyne and the azide, a wide range of chel

Block Copolymer Synthesis via a Combinat
Block Copolymer Synthesis via a Combination of ATRP and RAFT Using Click Chemistry
✍ Mohammed J. Nasrullah; Ankit Vora; Dean C. Webster 📂 Article 📅 2011 🏛 John Wiley and Sons 🌐 English ⚖ 461 KB

## Abstract Block copolymer synthesis via a combination of ATRP and RAFT using click chemistry is reported for the first time. A RAFT agent with a terminal propargyl group (PTTC) was synthesized and was used to polymerize butyl acrylate and gave quantitative monomer conversion. Azide‐terminated p(_

Synthesis of Functionalized Bisphosphona
Synthesis of Functionalized Bisphosphonates via Click Chemistry.
✍ Hanna Skarpos; Sergey N. Osipov; Daria V. Vorob'eva; Irina L. Odinets; Enno Lork 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Synthesis of Block Copolypeptides by Cli
Synthesis of Block Copolypeptides by Click Chemistry
✍ Willy Agut; Reda Agnaou; Sébastien Lecommandoux; Daniel Taton 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 264 KB

## Abstract A novel synthetic methodology to diblock copolypeptides was developed by ring‐opening polymerization (ROP) of __N__‐carboxyanhydrides (NCAs) from __α__‐__ω__‐functionalized initiators combined with the Huisgen 1,3 dipolar cycloaddition (click chemistry). Poly(__γ__‐benzyl‐L‐glutamate) (