Experimental synthetic study demonstrates palladium-catalyzed aromatic carbonylation for benzolactam assembly, indicating a viable formal synthesis of phenanthroindolizidine alkaloids.
Phenanthro[9,10‐ b ]indolizidin‐9‐ones, phenanthro[9,10‐ b ]quinolizidin‐9‐one, and related benzolactams were synthesized by benzolactam ring formation using Pd(OAc) 2 ‐catalyzed direct aromatic carbonylation. This also constitutes a formal synthesis of the representative phenanthroindolizidine and ‐quinolizidine alkaloids (±)‐tylophorine, (±)‐antofine, and (±)‐cryptopleurine.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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Yamashita et al. (2009) studied this question.
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