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Updated: Jan 9, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
TMSCl-Promoted Cascade Sulfonylation/Cyclization of Indole-Linked Propargylic Alcohols with Sodium Sulfinates for the
Meng Liang1, Miaohao Dong1, Ruchun Yang1
1Jiangxi Provincial Key Laboratory of Organic Functional Molecules; Institute of Organic Chemistry, Jiangxi Science & Technology Normal University, Jiangxi, Nanchang 330013, China.
Abstract:
A novel metal-free protocol for the construction of sulfonylated indeno[1,2-b]indoles with a highly decorated quaternary carbon stereocenter was developed through the TMSCl-promoted cascade sulfonylation/cyclization of indole-linked propargylic alcohols and sodium sulfinates. The novel transformation involved allenyl sulfones as the key intermediates, followed by 5-exo-trig cyclization to achieve the desired products. Notably, this cascade reaction proceeded via a new pathway with high regioselectivity of the allenyl sulfone intermediate compared with the conventional cyclization pathway.
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