Highly Diastereoselective Synthesis of 2,3-Dihydropyrroles via Formal [4 + 1] Annulation Reaction of α,β-Unsaturated Imines and in Situ Generated Pyridinium Ylide,The Journal of Organic Chemistry

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Highly Diastereoselective Synthesis of 2,3-Dihydropyrroles via Formal [4 + 1] Annulation Reaction of α,β-Unsaturated Imines and in Situ Generated Pyridinium Ylide
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-12-20 , DOI: 10.1021/acs.joc.4c02320
Suman K. Saha, Anupriya Bera, Akanksha Kumari, Khyati Shukla, Nirmal K. Rana

We report a cascade approach for the synthesis of 2,3-dihydropyrroles derivatives via a formal [4 + 1] annulation reaction of α,β-unsaturated imines with in situ generated pyridinium ylides. Importantly, this protocol is compatible with diverse substituted imines as well as pyridinium ylides, constructing 2,3-dihydropyrroles with excellent yield and selectivity. Thereafter, the Merrifield resin-supported pyridinium ylide as a potential C1 synthon was also employed in our strategy and reused several times, resulting in products with excellent yield and diastereoselectivity.

更新日期：2024-12-20

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