Synthesis of Phenanthro[9,10‐ b ]indolizidin‐9‐ones, Phenanthro[9,10‐ b ]quinolizidin‐9‐one, and Related Benzolactams by Pd(OAc) 2 ‐Catalyzed Direct Aromatic Carbonylation | Zendy

Yamashita Satoshi | Zendy; Kurono Nobuhito | Zendy; Senboku Hisanori | Zendy; Tokuda Masao | Zendy; Orito Kazuhiko | Zendy

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Synthesis of Phenanthro[9,10‐ b ]indolizidin‐9‐ones, Phenanthro[9,10‐ b ]quinolizidin‐9‐one, and Related Benzolactams by Pd(OAc) 2 ‐Catalyzed Direct Aromatic Carbonylation

Author(s) -

Yamashita Satoshi,

Kurono Nobuhito,

Senboku Hisanori,

Tokuda Masao,

Orito Kazuhiko

Publication year - 2009

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200801047

Subject(s) - chemistry , catalysis , quinolizidine , ring (chemistry) , electrophilic aromatic substitution , carbonylation , medicinal chemistry , palladium , stereochemistry , organic chemistry , alkaloid , carbon monoxide

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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