Rhenium-Catalyzed Cyclization via 1,2-Iodine and 1,5-Hydrogen Migration for the Synthesis of 2-Iodo-1H-indenes | Zendy

Masahito Murai | Zendy; Kazuhiko Takai | Zendy

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Rhenium-Catalyzed Cyclization via 1,2-Iodine and 1,5-Hydrogen Migration for the Synthesis of 2-Iodo-1H-indenes

Author(s) -

Masahito Murai,

Kazuhiko Takai

Publication year - 2019

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.9b02380

Subject(s) - chemistry , rhenium , iodine , catalysis , indene , reactivity (psychology) , carbene , hydrogen , medicinal chemistry , organic chemistry , combinatorial chemistry , medicine , alternative medicine , pathology

A rhenium complex catalyzed the formation of 2-iodo-1 H -indene derivatives through iodine and hydrogen migration of 3-iodopropargyl ethers. The reaction proceeded via generation of 1-iodoalkenylrhenium carbene species by sequential 1,2-iodine and 1,5-hydrogen shifts with readily available precursors under neutral conditions. The reaction mechanism and the reactivity of the generated alkenylcarbene species were also investigated.

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