2024
DOI: 10.1039/d3ob01787g
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Synthesis of 2-amidoindenone derivatives through an ynamide carbosilylation/Houben–Hoesch cyclization 2-step sequence

Pierre Hansjacob,
Célia Schwoerer,
Frédéric R. Leroux
et al.

Abstract: A simple and selective two-step sequence is reported for the synthesis of polyfunctionalized 2-amidoindenones. Remarkably, this method achieves true structural diversity at position 3.

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“…To control the above selectivity, structural modification using heteroatoms on the C–C triple bonds has been investigated. For example, the steric bulk of silyl groups 12 and the electronic effects on N- 13 and O-functionalities 14 can all be applied to regio- and stereoselective cyanation. Recent applications involve the use of the conjugated enynes 15 a , b and diynes 15 c as non-symmetric internal alkynes.…”
mentioning
confidence: 99%
“…To control the above selectivity, structural modification using heteroatoms on the C–C triple bonds has been investigated. For example, the steric bulk of silyl groups 12 and the electronic effects on N- 13 and O-functionalities 14 can all be applied to regio- and stereoselective cyanation. Recent applications involve the use of the conjugated enynes 15 a , b and diynes 15 c as non-symmetric internal alkynes.…”
mentioning
confidence: 99%