1.2.1 Carbonylation of Alkynes
| Autor: | M. L. Clarke, J. A. Fuentes |
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| Rok vydání: | 2014 |
| Zdroj: | C-1 Building Blocks in Organic Synthesis 1 ISBN: 9783131707611 C-1 Building Blocks in Organic Synthesis 1: Additions to Alkenes, Alkynes, and Carbonyl Compounds |
| Popis: | This chapter provides a concise overview of metal-catalyzed additions to alkynes that involve carbon monoxide and a nucleophilic species, such as water, an alcohol, a thiol, or an amine. Alkynes undergo very efficient hydroalkoxyesterifications of the type extensively studied in alkene carbonylation chemistry, but in this case giving unsaturated esters and seemingly by a different mechanism that allows for a wider range of reaction pathways. In this chapter, examples are presented where relatively subtle changes in substrate structure or competing pathways lead to a range of products; nucleophiles can add to alkynes in an intramolecular fashion prior to carbonylation, or external nucleophiles attack an alkyne to initiate a carbonylation. The carbonylation events can also be terminated in several different ways, especially under oxidative conditions. Several representative experimental procedures are given for the main classes of carbonylation covered. |
| Databáze: | OpenAIRE |
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