6533b85efe1ef96bd12bf621

RESEARCH PRODUCT

Synthesis of Polycyclic Indolines utilizing a reduction/cyclization cascade reaction

Jingyu ZhangWei XiaMeilin QuSaskia HudaJas WardKari RissanenMarkus Albrecht

subject

kemiallinen synteesicyclizationkatalyysinitrogen heterocyclescascade reactionshapetus-pelkistysreaktioorgaaniset yhdisteetacid catalysisdearomatization

description

Subsequent reduction and dearomatizing cyclization reactions open up an entry into the synthesis of novel N-fused polycyclic indolines. The dearomatizing cyclization as key step of the sequence proceeds well with Cu(OTf)2 or TfOH as catalyst. At elevated temperature reduction of nitro-substituted precursors with iron under acidic conditions affords a broad variety of polycyclic indolines directly in a two-step cascade reaction in good to excellent yields. Using the developed protocol, the alkaloids Tryptanthrin and Phaitanthrin C have been prepared. peerReviewed

http://urn.fi/URN:NBN:fi:jyu-202208164101