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1-Substituted β-Carbolines by a Pictet−Spengler Cyclization with Thioortho Esters and Carbon−Carbon Bond Formation via N -Sulfonyl Iminium Ions Generated from N,S -Sulfonyl Acetals

✍ Scribed by Silveira, Claudio C.; Felix, Luciana A.; Braga, Antonio L.; Kaufman, Teodoro S.


Book ID
126094924
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
71 KB
Volume
7
Category
Article
ISSN
1523-7060

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Thioorthoesters in the activated Pictet–
✍ Claudio C Silveira; Carmem R Bernardi; Antonio L Braga; Teodoro S Kaufman 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 119 KB

The elaboration of 1-alkylthio-and 1-arylthio-tetrahydroisoquinolines by means of the activated Pictet-Spengler reaction of N-sulfonyl-b-phenethylamines with thioorthoesters as electrophiles, and their use as sulfonyl iminium ion precursors for carbon carbon bond formation, leading to 1-substituted