Synthesis of 2-oxindoles via 'transition-metal-free' intramolecular dehydrogenative coupling (IDC) of sp² C–H and sp³ C–H bonds

• Nivesh Kumar,
• Santanu Ghosh,
• Subhajit Bhunia and
• Alakesh Bisai

Beilstein J. Org. Chem. 2016, 12, 1153–1169, doi:10.3762/bjoc.12.111

• focussed our attention to prenylated, reverse-prenylated, and geranylated hexahydropyrrolo[2,3-b]indole alkaloids showing broad biological activities [55][56][57][58][59][60][61]. For the synthesis of these compounds, we thought of utilizing the Pd-catalyzed decarboxylative strategy to install the prenyl

• ][93]. These structures commonly occur in many hexahydropyrrolo[2,3-b]indole-based alkaloids. Conclusion In summary, we have successfully demonstrated the synthesis of 2-oxindoles bearing an all-carbon quaternary center applying a ‘transition-metal-free’ intramolecular dehydrogenative coupling (IDC

Organocatalytic asymmetric selenofunctionalization of tryptamine for the synthesis of hexahydropyrrolo[2,3-b]indole derivatives

• Qiang Wei,
• Ya-Yi Wang,
• Yu-Liu Du and
• Liu-Zhu Gong

Beilstein J. Org. Chem. 2013, 9, 1559–1564, doi:10.3762/bjoc.9.177

• tryptamine derivatives provides access to 3a-(phenylselenyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole derivatives in high yields and with synthetically useful levels of enantioselectivity (up to 89% ee). Keywords: catalysis; chiral phosphoric acid; hexahydropyrrolo[2,3-b]indole; indole alkaloids; natural