Non-metathesis reactions of ruthenium carbene catalysts and their application to the synthesis of nitrogen-containing heterocycles.
Non-metathesis reactions of ruthenium carbene catalysts, such as olefin isomerization, hydrogenation, radical reaction, activation of silane, cyclopropanation, epimerization cocyclopropane, [3 + 2] cycloaddition, and cycloisomerization, are summarized. The utility of these reactions was demonstrated by the synthesis of indole using olefin isomerization and subsequent ring-closing metathesis, the synthesis of indoline using cycloisomerization, and the synthesis of the putative structure of fistulosin using cycloisomerization as a key step.
Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. arisawa@pharm.hokudai.ac.jp
Mitsuhiro
M
Arisawa
Yukiyoshi
Y
Terada
Kazuyuki
K
Takahashi
Masako
M
Nakagawa
Atsushi
A
Nishida
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D006838:Hydrocarbons / Q000737:chemistry; D006865:Hydrogenation; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry; D007536:Isomerism; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D017975:Ruthenium Compounds / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry
D000475:Alkenes; D003521:Cyclopropanes; D005609:Free Radicals; D006571:Heterocyclic Compounds; D006838:Hydrocarbons; D007211:Indoles; D017975:Ruthenium Compounds; D012821:Silanes; C512052:fistulosin; C030011:carbene; C057812:indoline; C030797:cyclopropane; D009584:Nitrogen; D008697:Methane