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Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol.

ABSTRACT: An unprecedented cascade dearomative cyclization through hydrogen-bonding-assisted hydride transfer is realized. The aggregate effect of HFIP enables the rapid buildup of polycyclic amines directly from phenols and o-aminobenzaldehydes via a cascade dearomatization/rearomatization/dearomatization sequence. This unique transformation addressed the drawbacks of hydride transfer-involved redox-neutral reactions.

SUBMITTER: Li SS

PROVIDER: S-EPMC6240893 | biostudies-other | 2018 Nov

REPOSITORIES: biostudies-other

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Redox-triggered cascade dearomative cyclizations enabled by hexafluoroisopropanol.

Li Shuai-Shuai SS Lv Xintong X Ren Didi D Shao Chang-Lun CL Liu Qing Q Xiao Jian J

Chemical science 20180913 43

An unprecedented cascade dearomative cyclization through hydrogen-bonding-assisted hydride transfer is realized. The aggregate effect of HFIP enables the rapid buildup of polycyclic amines directly from phenols and o-aminobenzaldehydes via a cascade dearomatization/rearomatization/dearomatization sequence. This unique transformation addressed the drawbacks of hydride transfer-involved redox-neutral reactions. ...[more]

PMID: 30542574

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