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Beilstein J. Org. Chem. 2015, 11, 1649–1655, doi:10.3762/bjoc.11.181
Graphical Abstract
Figure 1: (a) Radical reactions of ene-sulfonamides give diverse isolated products; (b) these products are of...
Figure 2: Isolation of stable imines strengthens the case for sulfonyl radical elimination.
Scheme 1: Cyclizations of N-sulfonylindole 3 occur with retention or elimination of the sulfonyl group depend...
Scheme 2: Aryl radical cyclization to N-sulfonylindoles.
Figure 3: Mechanistic aspects of cyclizations shown in Scheme 2; (a) mechanism for formation of 7; (b) possible reaso...
Figure 4: Substrate design by swapping radical precursor and acceptor.
Scheme 3: Synthesis and cyclization of precursors 22–24.
Figure 5: ORTEP representation of the crystal structure of 27.
Figure 6: Proposed hydration/retro-Claisen path to formamides.