Palladium‐Catalyzed Domino Reaction for the Synthesis of 3‐Amino 1,2,4‐Benzothiadiazine 1,1‐Dioxides
| dc.contributor.author | Hommelsheim, Renè | |
| dc.contributor.author | van Nahl, Robin | |
| dc.contributor.author | Hanek, Lena M. | |
| dc.contributor.author | Ward, Jas S. | |
| dc.contributor.author | Rissanen, Kari | |
| dc.contributor.author | Bolm, Carsten | |
| dc.date.accessioned | 2023-11-16T12:49:42Z | |
| dc.date.available | 2023-11-16T12:49:42Z | |
| dc.date.issued | 2024 | |
| dc.identifier.citation | Hommelsheim, R., van Nahl, R., Hanek, L. M., Ward, J. S., Rissanen, K., & Bolm, C. (2024). Palladium‐Catalyzed Domino Reaction for the Synthesis of 3‐Amino 1,2,4‐Benzothiadiazine 1,1‐Dioxides. <i>Advanced Synthesis and Catalysis</i>, <i>366</i>(4), 717-724. <a href="https://doi.org/10.1002/adsc.202300875" target="_blank">https://doi.org/10.1002/adsc.202300875</a> | |
| dc.identifier.other | CONVID_194431999 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/91943 | |
| dc.description.abstract | A palladium‐catalyzed domino reaction of 2‐azidosulfonamides and isocyanides enables the synthesis of 3‐amino‐substituted 1,2,4‐benzothiadiazine 1,1‐dioxides at room temperature. By applying commercially available Pd(dba)2 in catalyst loadings as low as 1.0 mol%, a variety of 21 differently substituted 2H‐1,2,4‐benzothiadiazine 1,1‐dioxides can be prepared within 2 h. Moreover, the developed protocol gives access to the related 4H heterocycles. | en |
| dc.format.mimetype | application/pdf | |
| dc.language.iso | eng | |
| dc.publisher | Wiley-VCH Verlag | |
| dc.relation.ispartofseries | Advanced Synthesis and Catalysis | |
| dc.rights | CC BY 4.0 | |
| dc.subject.other | dominoreactions | |
| dc.subject.other | palladiumcatalysis | |
| dc.subject.other | sulfur heterocycles | |
| dc.subject.other | sulfonamides | |
| dc.subject.other | azides | |
| dc.title | Palladium‐Catalyzed Domino Reaction for the Synthesis of 3‐Amino 1,2,4‐Benzothiadiazine 1,1‐Dioxides | |
| dc.type | article | |
| dc.identifier.urn | URN:NBN:fi:jyu-202311167961 | |
| dc.contributor.laitos | Kemian laitos | fi |
| dc.contributor.laitos | Department of Chemistry | en |
| dc.contributor.oppiaine | Orgaaninen kemia | fi |
| dc.contributor.oppiaine | Organic Chemistry | en |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
| dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
| dc.description.reviewstatus | peerReviewed | |
| dc.format.pagerange | 717-724 | |
| dc.relation.issn | 1615-4150 | |
| dc.relation.numberinseries | 4 | |
| dc.relation.volume | 366 | |
| dc.type.version | publishedVersion | |
| dc.rights.copyright | © 2023 the Authors | |
| dc.rights.accesslevel | openAccess | fi |
| dc.format.content | fulltext | |
| dc.rights.url | https://creativecommons.org/licenses/by/4.0/ | |
| dc.relation.doi | 10.1002/adsc.202300875 | |
| jyx.fundinginformation | Fondsder Chemischen Industriee.V. (Kekulé scholarship) and Friedrich-Ebert-Stiftung (Promotionsförderung) are acknowledged for supporting the doctoral studies of RH. The authors thank Benjamin James Statham (RWTH Aachen University) for critical proof reading and fruitful discussion. We thank Mrs. Susanne Pohlman for her support with the synthesis of starting materials, Marcus Frings for the measurement and analysis of HPLC samples, and Dr. Wolfgang Bettray for MS analyses and helpful discussion (all three RWTH Aachen University). In addition, we acknowledge the Alexander von Humboldt Foundation for support of K. R. (AvH research award). | |
| dc.type.okm | A1 |
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