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Author : Abigail Rose Kennedy
Publisher :
ISBN 13 :
Total Pages : 0 pages
Book Rating : 4.:/5 (139 download)
Download or read book Synthesis of Highly Substituted Indoles Via Isontriles (PHD). written by Abigail Rose Kennedy and published by . This book was released on with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Author : Nathan H. Faialaga
Publisher :
ISBN 13 :
Total Pages : 0 pages
Book Rating : 4.:/5 (139 download)
Download or read book Tandem Benzannulation-cyclization Strategies for the Synthesis of Highly Substituted Indoles written by Nathan H. Faialaga and published by . This book was released on 2023 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Tandem benzannulation-cyclization strategies were developed for the synthesis of highly substituted indoles. The benzannulation strategies involved the reaction of vinylketenes (or aryl ketenes) with ynamides or with ynehydrazides to afford highly substituted phenols via a pericyclic cascade mechanism. The vinylketenes were generated via the Wolff rearrangement of diazo enones or via the 4[pi] electrocyclic ring-opening of cyclobutenones. Two cyclization approaches were studied: (1) an intramolecular acid-promoted cyclization, and (2) a Fischer indole cyclization. The first approach required the development of a thermal benzannulation protocol and was applied in a concise total synthesis of (-)-herbindoles A-C and (+)-trans-herbindole A. The second approach required the development of a new benzannulation variant that employed ynehydrazides as the ketenophile.
![Download I. [2 +2] Cycloaddition and Benzannulation of 2-iodoynamides and Application to the Construction of Highly Substituted Indoles PDF Online Free](https://books.google.com/books/content/images/frontcover/3LjADAEACAAJ?fife=w200-h370)
Author :
Publisher :
ISBN 13 :
Total Pages : 287 pages
Book Rating : 4.:/5 (94 download)
Download or read book I. [2 +2] Cycloaddition and Benzannulation of 2-iodoynamides and Application to the Construction of Highly Substituted Indoles written by and published by . This book was released on 2015 with total page 287 pages. Available in PDF, EPUB and Kindle. Book excerpt: The synthesis and reactions of 2-iodoynamides were investigated. 2-Iodoynamides undergo efficient and regioselective [2 + 2] cycloaddition with ketene to produce cyclobutenones that are useful synthetic building blocks. Reaction of 2-iodoynamides and vinylketenes generated in situ from cyclobutenones proceeds via a pericyclic cascade mechanism to produce highly substituted 2-iodoanilines. Tandem strategies for the synthesis of highly substituted indoles involving this benzannulation reaction were investigated. In addition, the synthesis of furo[2,3-g]thieno[2,3- e]indole, a new tetracyclic aromatic compound, was achieved via a strategy based on benzannulation with ynamides.
