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:	Creators Email Pitt Username ORCID Du, W Curran, DP curran@pitt.edu CURRAN
Date:	1 January 2003
Date Type:	Publication
Journal or Publication Title:	Synlett
Number:	9 SPEC
Page Range:	1299 - 1302
DOI or Unique Handle:	10.1055/s-2003-40327
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
ISSN:	0936-5214
Date Deposited:	31 Jan 2014 21:23
Last Modified:	04 Apr 2023 11:55
URI:	http://d-scholarship.pitt.edu/id/eprint/20443

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