Journal
ORGANIC LETTERS
Volume 22, Issue 20, Pages 7903-7908Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02801
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- IIT Kanpur, India
- DST (SERB), India
- CSIR, India
- DST, India
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A novel synthetic approach for the construction of 1,2,3,3a,4,5-hexahydroimidazo[1,2-a]quinolines in good yields (up to 75%) with excellent stereoselectivity (dr up to 94:6, ee up to >99%) under one-pot domino ring-opening cyclization (DROC) conditions has been developed. The DROC protocol proceeds through a Lewis acid catalyzed SN2-type ring-opening of activated aziridines with N-propargylanilines followed by intramolecular cyclization comprising concomitant hydroarylation and hydroamination steps in a domino fashion.
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