I2O5 promoted iodosulfenylation of indoles under metal-free conditions. Issue 29 (18th July 2019)

• Record Type: Journal Article
• Authors: Wang, Wangyang; Zhu, Fuyuan; Yan, Zhaohua; He, Mingchuang; Lin, Sen
• Is Part Of: Tetrahedron letters. Volume 60:Issue 29(2019)
• Page Start: 1891
• Page End: 1894
• Publication Date: 2019-07-18
• Subjects: Difunctionalization -- 2-Iodo-3-arylthioindoles -- Diiodine pentoxide -- Metal-free condition; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.06.020
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: One-step synthesis of difunctionalization product 3-arylthio-2-iodoindoles. I2 O5 promoted iodosulfenylation of indoles. Iodosulfenylation of indoles was reported for the first time. Metal-free and non-peroxide conditions were used. Abstract: A mild, efficient, and metal-free strategy to construct 2-iodo-3-arylthioindoles was developed via I2 O5 -promoted iodosulfenylation of indoles utilizing simple, cheap and easily available thiophenols as sulfur sources. It is the first time that the iodothiolation difunctionalization of indoles at C-2 and C-3 positions was accomplished with the formation of 2-iodo-3-arylthioindoles in moderate to good yields.