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Communication | Regular issue | Vol 3, No. 2, 1975, pp.117-122
Published online, 1st January, 1970
DOI: 10.3987/R-1975-02-0117
Conversion of Δ4-3-Ketosteroids to Steroidal[3,4-b]furans and Steroidal[6,7-b]indoles

Maghar S. Manhas, John W. Brown, and Upendra K. Pandit*

*Organic Chemistry Laboratory, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands


Reactions of steroidal Δ3,5-dienamine 4 with ring substituted phenacyl bromides and ring substituted benzenodiazonium fluoborates, followed by Fischer-indole cyclization, lead to the formation of steroidal[3,4-b]furans (5a-g) and steroidal[6,7-b]indoles (7a-j), respectively.