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Cascade 4+1 radical annulations of 2,6-disubstituted phenyl isonitriles with N-propargyl-6-iodopyridones: Scope, mechanism and regioselective synthesis of 7,9-disubstituted camptothecin analogs

Du, W and Curran, DP (2003) Cascade 4+1 radical annulations of 2,6-disubstituted phenyl isonitriles with N-propargyl-6-iodopyridones: Scope, mechanism and regioselective synthesis of 7,9-disubstituted camptothecin analogs. Synlett (9 SPEC). 1299 - 1302. ISSN 0936-5214

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Abstract

The reaction of o,o′-dialkyl-substituted aryl isonitriles with N-propargyl-6-iodopyridones provides 11H-indolizino[1,2-b]quinolin-9-ones with significant regioselectivity in favor of the more crowded product. The usefulness of the method is illustrated with a regioselective synthesis of (20S)-7-trimethylsilyl-9-isopropyl camptothecin.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Du, W
Curran, DPcurran@pitt.eduCURRAN
Date: 28 July 2003
Date Type: Publication
Journal or Publication Title: Synlett
Number: 9 SPEC
Page Range: 1299 - 1302
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0936-5214
Date Deposited: 31 Jan 2014 21:23
Last Modified: 29 Jan 2019 15:55
URI: http://d-scholarship.pitt.edu/id/eprint/20443

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