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Synthesis 2020; 52(05): 769-774
DOI: 10.1055/s-0039-1690755
DOI: 10.1055/s-0039-1690755
paper
Practical Synthesis of 1,2,3,4-Tetrahydroisoquinoline-1-phosphonic and -1-phosphinic Acids through Kabachnik–Fields and Aza-Pudovik Reaction
The authors thank the Consejo Nacional de Ciencia y Tecnología (CONACyT) for financial support through projects 286614, 807, and Cátedra contract 942, and Gobierno de Aragón-FEDER (Grupo Aminoácidos y Péptidos E19_17R; FEDER 2014-2020 ‘Construyendo Europa desde Aragón’). J.T.H.-M. also wishes to thank CONACyT for Graduate Scholarship 335029.Weitere Informationen
Publikationsverlauf
Received: 20. Oktober 2019
Accepted after revision: 07. November 2019
Publikationsdatum:
26. November 2019 (online)
Abstract
We report here an alternative and practical method for the preparation of 1,2,3,4-tetrahydroisoquinoline-1-phosphonic acid and the first synthesis of 1,2,3,4-tetrahydroisoquinoline-1-H-phosphinic and 1,2,3,4-tetrahydroisoquinoline-1-phenylphosphinic acids through Kabachnik–Fields and aza-Pudovik reaction. This methodology does not require any metallic catalyst and proceeds under mild reaction conditions.
Key words
α-aminophosphonic acids - α-aminophosphinic acids - N-acyliminium ions - Kabachnik–Fields reaction - aza-Pudovik reactionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690755.
- Supporting Information
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