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Selective Reduction of the Nitro to the Amino Functional Group by means of the Phthalocyaninecobalt ( I ) Anion; Synthesis of N‐Heterocycles and Alkaloids
Author(s) -
Eckert Heiner
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198102081
Subject(s) - nitro , chemistry , reduction (mathematics) , group (periodic table) , selective reduction , condensation , combinatorial chemistry , ion , medicinal chemistry , functional group , stereochemistry , organic chemistry , catalysis , mathematics , polymer , alkyl , geometry , physics , thermodynamics
Two advantages of the reduction of nitro compounds with the phthalocyanine‐cobalt( I ) anion ([Co 1 Pc] ⊖ ) are especially noteworthy: the possibility of converting nitro compounds into N‐heterocycles in a one‐pot process with reduction and condensation, and the possibility of reducing nitro groups in the presence of many sensitive functional groups without having to protect them. An example is the synthesis of precursors (1) of the anti‐tumor agent camptothecine (R 3 = H, Cl).