التفاصيل البيبلوغرافية
| العنوان: |
IBX-mediated oxidative addition of isocyanides to cyclic secondary amines: total syntheses of alangiobussine and alangiobussinine. |
| المؤلفون: |
Ambule, Mayur D., Tripathi, Shashank, Ghoshal, Anirban, Srivastava, Ajay K. |
| المصدر: |
Chemical Communications; 9/18/2019, Vol. 55 Issue 73, p10872-10875, 4p |
| مصطلحات موضوعية: |
OXIDATIVE addition, AMINE synthesis, SECONDARY amines, LEWIS acids, ALKALOID synthesis, LABELS, AMINES |
| مستخلص: |
The present study describes a robust and general method for the synthesis of C(1)-carboxamides through IBX-mediated oxidative addition of isocyanides to tryptolines and 1,2,3,4-tetrahydroisoquinolines. In this transformation, IBX plays a dual role of an oxidant and Lewis acid to activate imine facilitating isocyanide addition. Detailed mechanistic investigations were performed by isotopic labeling and real-time NMR experiments. The method was utilized for the gram scale syntheses of two alkaloids alangiobussine and alangiobussinine in 63% and 45% overall yield, respectively. [ABSTRACT FROM AUTHOR] |
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| قاعدة البيانات: |
Complementary Index |
