An improved synthesis of 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one (CBI): a simplified analog of the CC-1065 alkylation subunit

A concise and improved synthesis of 11, the immediate precursor to N-BOC-CBI and related analogues of CC-1065 incorporating the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one alkylation subunit, is detailed based on a direct 5-exo-trig aryl radical-alkene cyclization for 3-hydroxymethylindoline...

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Veröffentlicht in:	Journal of organic chemistry 1992-05, Vol.57 (10), p.2873-2876
Hauptverfasser:	Boger, Dale L, Yun, Weiya, Teegarden, Bradley R
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Chemistry, Organic Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Organic chemistry Physical Sciences Preparations and properties Science & Technology
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	A concise and improved synthesis of 11, the immediate precursor to N-BOC-CBI and related analogues of CC-1065 incorporating the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one alkylation subunit, is detailed based on a direct 5-exo-trig aryl radical-alkene cyclization for 3-hydroxymethylindoline generation.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo00036a023