Asymmetric Access to Spirobenzofuran Oxindoles via Organocascade Reaction of Unprotected 3-Chlorooxindoles with 2-Hydroxy-β-Nitrostyrenes
Abstract A highly enantioselective methodology has been developed to access oxindole-fused spiro dihydrobenzofuran, applicable to a protecting-group-free reactant, with high bond efficiency (1 new C–C and 1 C–O bond) and two contiguous stereocenters. Gram-scale and stereodivergent synthesis without compromising yield and selectivity illustrates the potential practicality of the protocol. Dynamic HRMS titrations were conducted to propose the reaction mechanism.
Authors
- Najmuddin Ansari (ORCID: https://orcid.org/0009-0006-3921-9431)
- Ravi Prakash Singh (ORCID: https://orcid.org/0000-0001-5323-5979)
- Manju Devi
Institutions
- Indian Institute of Technology Delhi (IN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-10-08
- DOI
- https://doi.org/10.1021/acs.joc.6c01012
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00