SCHEDULED MAINTENANCE
Chemoselective cyclization of N-sulfonyl ketimines with ethenesulfonyl fluorides: access to trans-cyclopropanes and fused-dihydropyrroles†
Shaikh M.
Mobin 
a
and
Sampak
Samanta
*a
a
and
Sampak
Samanta
*a
Abstract
An interesting stereo- and chemoselective cyclization reaction of several N-sulfonyl ketimines as C/N-donors with a variety of α,β-unsaturated sulfonyl fluorides promoted by DBU is reported. This substrate-dependent selective C–C vs. C–N bond cyclization process leads to important classes of trans-cyclopropane and fused dihydropyrrole scaffolds in satisfactory yields with excellent diastereoselectivities (dr up to ≤99 : 1). High-yield single-stage synthesis of biologically interesting sulfamate-fused-pyrrole and 2-pyrrolyl phenol derivatives was successfully established.
- This article is part of the themed collection: Synthetic methodology in OBC
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