Synthesis of 3-benzylisoquinolines by domino imination/cycloisomerisation of 2-propargylbenzaldehydes
Academic Article
Publication Date:
2014
Citation:
Synthesis of 3-benzylisoquinolines by domino imination/cycloisomerisation of 2-propargylbenzaldehydes / M. Dell'Acqua, V. Pirovano, G. Confalonieri, A. Arcadi, E. Rossi, G. Abbiati. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 12:40(2014 Oct 28), pp. 8019-8030. [10.1039/C4OB01583E]
abstract:
An easy entry to uncommon 2-propargylbenzaldehydes was developed. 2-propargylbenzaldehydes
demonstrated to be suitable building blocks for the synthesis of 3-benzyl isoquinolines by
microwave promoted domino imination/cycloisomerisation in the presence of ammonium acetate. A
small library of 3-benzyl isoquinolines was obtained in good yields under mild reaction conditions.
Two alternative plausible reaction mechanisms are proposed.
demonstrated to be suitable building blocks for the synthesis of 3-benzyl isoquinolines by
microwave promoted domino imination/cycloisomerisation in the presence of ammonium acetate. A
small library of 3-benzyl isoquinolines was obtained in good yields under mild reaction conditions.
Two alternative plausible reaction mechanisms are proposed.
IRIS type:
01 - Articolo su periodico
Keywords:
Isoquinolines; Alkynes; Nitrogen heterocycles; Domino reactions; Microwaves
List of contributors:
M. Dell'Acqua, V. Pirovano, G. Confalonieri, A. Arcadi, E. Rossi, G. Abbiati
Link to information sheet: