التفاصيل البيبلوغرافية
| العنوان: |
Highly Selective Synthesis of α-Hydroxy, α-Oxy, and α-Oxo Amides by a Post-Passerini Condensation Transformation |
| المؤلفون: |
Morteza Shiri, Zahra Gholami-Koupaei, Farzaneh Bandehali-Naeini, Maryam-Sadat Tonekaboni, Saeedeh Soheil-Moghaddam, Delaram Ebrahimi, Sima Karami, Behrouz Notash |
| المصدر: |
Synthesis (Germany), 52(21), 3243-3252, (2020-06-08) |
| بيانات النشر: |
Zenodo |
| سنة النشر: |
2020 |
| المجموعة: |
Zenodo |
| مصطلحات موضوعية: |
Passerini adduct, dealkynylation, deacetylation, cyclization, iodine, cascade reaction, post-condensation transformation |
| الوصف: |
A post-Passerini condensation transformation can be employed in the synthesis of three types of amides: a-hydroxy, a-oxy, and a-oxo amides. K2CO3 efficiently promotes the solvolysis of a-acetoxy amides to form a-hydroxy amides in methanol. 2-Acetoxy-2-(2-alkynylquinolin-3-yl)acetamides in basic methanol are cyclized to 1,3-dihydrofuro[3,4-b]quinoline-1-carboxamides via deacetylation and 5-exo-dig cyclization. Treatment of 2-hydroxy-2-[2-(phenylethynyl)quinolin-3yl]acetamides with I2 in basic media produces pyrrolo[2,3-b]quinoline2,3-diones. This cyclization involves intramolecular cyclization, dealkynylative aromatization, and oxidation of the secondary alcohol. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
English |
| Relation: |
oai:zenodo.org:4562235 |
| DOI: |
10.1055/s-0040-1707132 |
| الاتاحة: |
https://doi.org/10.1055/s-0040-1707132 |
| Rights: |
info:eu-repo/semantics/openAccess ; Creative Commons Attribution 4.0 International ; https://creativecommons.org/licenses/by/4.0/legalcode |
| رقم الانضمام: |
edsbas.A9BCFBBC |
| قاعدة البيانات: |
BASE |