Details

Autor(en) / Beteiligte

• Tang, Xue
• Gao, Ying-Juan
• Deng, Hui-Qing
• Lei, Jin-Ju
• Liu, Si-Wei
• Zhou, Lin
• Shi, Yin
• Liang, Hao
• Qiao, Jie
• Guo, Li
• Han, Bo
• Cui, Hai-Lei

Titel

Catalyst-free [3 + 2] cyclization of dihydroisoquinoline imines and isatin-derived Morita-Baylis-Hillman carbonates via 1,5-electrocyclization: synthesis of tetrahydroisoquinoline-fused spirooxindoles

Ist Teil von

• Organic & biomolecular chemistry, 2018, Vol.16 (18), p.3362-3366

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2018

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• We have developed a mild and scalable catalyst-free [3 + 2] cyclization of dihydroisoquinolines and isatin-derived Morita-Baylis-Hillman carbonates. The incorporation of tetrahydroisoquinoline and spirooxindole frameworks could be realized affording highly functionalized heterocycles in moderate to excellent yields with good diastereocontrols (up to 92% yields, >20 : 1 dr). The extension of this method to dihydro-β-carbolines has also been achieved. A gram-scale reaction could be performed successfully enabling the potential application for further biomedical research.