Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is © The Royal Society of Chemistry 2014 Synthesis of 3-benzylisoquinolines by domino imination/cycloisomerisation of 2-propargylbenzaldehydes Monica Dell’Acqua,a* Valentina Pirovano,a Giorgio Confalonieri,a Antonio Arcadi,b Elisabetta Rossia and Giorgio Abbiatia* a Dipartimento di Scienze Farmaceutiche – Sezione di Chimica Generale e Organica “A. Marchesini”, Università degli Studi di Milano, via G. Venezian, 2 – 20133 Milano, Italy. b Dipartimento di Scienze Fisiche e Chimiche, Via Vetoio – 67010 L’Aquila, Italy. E-mail: [email protected], [email protected] Supporting Information 1 H NMR and 13C NMR spectra of propargyl alcohol 1d. 1 H NMR and 13C NMR spectra of propargyl alcohol 1e. 1 H NMR and 13C NMR spectra of propargyl alcohol 1f. 1 H NMR and 13C NMR spectra of propargyl alcohol 1g. 1 H NMR and 13C NMR spectra of propargyl alcohol 1h. 1 H NMR and 13C NMR spectra of propargyl bromide 2d. 1 H NMR and 13C NMR spectra of propargyl bromide 2e. 1 H NMR and 13C NMR spectra of propargyl bromide 2f. 1 H NMR and 13C NMR spectra of propargyl bromide 2g. 1 H NMR and 13C NMR spectra of propargyl bromide 2h. 1 H NMR and 13C NMR spectra of 2-(2-bromo-5-fluorophenyl)-1,3-dioxolane 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4b. 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4d. 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4e. 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4f. 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4g. 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4h. 1 H NMR and 13C NMR spectra of 2-propargyl benzaldehyde 4i. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5a. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5b. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5c. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5d. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5e. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5f. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5g. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5h. 1 H NMR and 13C NMR spectra of 3-benzyl isoquinoline 5i. p. S2 p. S3 p. S4 p. S5 p. S6 p. S7 p. S8 p. S9 p. S10 p. S11 p. S12 p. S13 p. S14 p. S15 p. S16 p. S17 p. S18 p. S19 p. S20 p. S21 p. S22 p. S23 p. S24 p. S25 p. S26 p. S27 p. S28 S1 S2 S3 S4 S5 S6 S7 S8 S9 S10 S11 S12 S13 S14 CDCl3, 50.3 MHz 4e S15 S16 S17 S18 S19 S20 S21 S22 S23 S24 S25 S26 S27 S28
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