2017 |
Yempala, T; Cassels, B K Synthesis, Scope, H-1 and C-13 Spectral Assignments of Isomeric Dibenzofuran Carboxaldehydes Artículo de revista Research on Chemical Intermediates, 43 (3), pp. 1291-1299, 2017, ISSN: 0922-6168. Resumen | Enlaces | BibTeX | Etiquetas: beta-phenylethylamines bond c-13, copd, d]furan aldehyde and arylation, derivatives, design direct discovery, formation, h-1, inhibitors, nbome nmr, potential pulmonary-disease receptors, regioisomers, serotonin, treatment @article{RN345, title = {Synthesis, Scope, H-1 and C-13 Spectral Assignments of Isomeric Dibenzofuran Carboxaldehydes}, author = { T. Yempala and B.K. Cassels}, url = {/brokenurl#<Go to ISI>://WOS:000394374600002}, doi = {10.1007/s11164-016-2698-1}, issn = {0922-6168}, year = {2017}, date = {2017-01-01}, journal = {Research on Chemical Intermediates}, volume = {43}, number = {3}, pages = {1291-1299}, abstract = {Two isomeric dibenzofuran carboxaldehydes, namely 2-methoxydibenzo[b,d]furan-1-carbaldehyde (4) and 2-methoxydibenzo[b,d]furan-3-carbaldehyde (5), were synthesized. Formylation of 2-methoxydibenzo[b,d]furan (3) with alpha,alpha-dichloromethyl methyl ether and tin(IV) chloride gave a mixture of aldehydes 4 and 5 in 95 % yield and in a 35:65 ratio. Their H-1 and C-13 NMR spectral signals were not sufficiently resolved in CDCl3 solution to achieve their complete assignment, but this was possible in DMSO-d (6) with the help of 2D-NMR techniques: NOESY for H-1-H-1 interactions and HSQC and HMQC experiments for H-1-C-13 correlations. These aldehydes were used in the synthesis of novel beta-phenylethylamines and NBOMe derivatives, which are undergoing biological evaluation.}, keywords = {beta-phenylethylamines bond c-13, copd, d]furan aldehyde and arylation, derivatives, design direct discovery, formation, h-1, inhibitors, nbome nmr, potential pulmonary-disease receptors, regioisomers, serotonin, treatment}, pubstate = {published}, tppubtype = {article} } Two isomeric dibenzofuran carboxaldehydes, namely 2-methoxydibenzo[b,d]furan-1-carbaldehyde (4) and 2-methoxydibenzo[b,d]furan-3-carbaldehyde (5), were synthesized. Formylation of 2-methoxydibenzo[b,d]furan (3) with alpha,alpha-dichloromethyl methyl ether and tin(IV) chloride gave a mixture of aldehydes 4 and 5 in 95 % yield and in a 35:65 ratio. Their H-1 and C-13 NMR spectral signals were not sufficiently resolved in CDCl3 solution to achieve their complete assignment, but this was possible in DMSO-d (6) with the help of 2D-NMR techniques: NOESY for H-1-H-1 interactions and HSQC and HMQC experiments for H-1-C-13 correlations. These aldehydes were used in the synthesis of novel beta-phenylethylamines and NBOMe derivatives, which are undergoing biological evaluation. |
2017 |
Synthesis, Scope, H-1 and C-13 Spectral Assignments of Isomeric Dibenzofuran Carboxaldehydes Artículo de revista Research on Chemical Intermediates, 43 (3), pp. 1291-1299, 2017, ISSN: 0922-6168. |