Cascade Phosphorylation/Cyclization of Propargylic Alcohols with R2P(O)-H: Access to Diverse 6-Phosphoryl-6-vinyl Indeno[2,1-b]indoles

2026-04-01

PRE

Liang, Meng

Dong, Miaohao

Yang, Ruchun

An‐Xi Zhou *

Chen, Xi

Wan‐Fa Tian

Mu‐Jia Luo

Xian‐Rong Song *

肖

肖强 (Qiang Xiao)

DOI：10.1021/acs.joc.5c03275

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Abstract

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A novel cascade phosphorylation/cyclization of indole-containing propargylic alcohols with P(O)-H species under mild conditions is described. This strategy provides an efficient and practical approach to obtaining various valuable 6-phosphoryl-6-vinyl indeno[2,1-b]indoles via the construction of one C-P bond and one C-C bond in a single procedure. This reaction proceeded via a phosphorylated allene initiating the subsequent highly regioselective 5-exo-trig cyclization to afford the target products, which first demonstrates the cyclization as a new reaction mode compared with conventional cyclization pathways.

Keywords:

H-PHOSPHINE OXIDES

ORGANOPHOSPHORUS COMPOUNDS

CATALYZED ANNULATION

TANDEM

CYCLIZATION

DERIVATIVES

P(O)-H

INHIBITORS

POTENT

Cascade Phosphorylation/Cyclization of Propargylic Alcohols with R2P(O)-H: Access to Diverse 6-Phosphoryl-6-vinyl Indeno[2,1-b]indoles

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