Abstract
Effective, one-pot syntheses of 2,3-disubstituted furans and thiophenes, exploiting 2-fert-butyldimethylsilyl-3-formylfuran and -thiophene as the respective Afunctional linchpins, have been developed. The synthetic protocol involves multicomponent type II Anion Relay Chemistry (ARC) mediated by a solvent-controlled C(sp 2)→0 1,4-Brook rearrangement. Simple organolithiums and α-disubstituted ester enolates prove effective as the initiating nucleophiles.
Original language | English |
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Pages (from-to) | 1861-1864 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 11 |
Issue number | 8 |
DOIs | |
State | Published - 16 Apr 2009 |