Hydroxysulfonylation of alkenes: an update

Abstract

The direct difunctionalization of alkenes recognized as a straightforward tool for the rapid fabrication of complex molecules and pharmaceutical targets by introducing two different functional groups on adjacent carbon atoms of common alkene moieties.

Practical synthesis and biological screening of sulfonyl hydrazides

“…1). 1,2 In particular, sulfonyl hydrazides, being a sulfonyl source, are of special interest in synthetic chemistry. 1,2 Consequently, sulfonyl hydrazides are important building blocks in many total syntheses.…”

“…1,2 In particular, sulfonyl hydrazides, being a sulfonyl source, are of special interest in synthetic chemistry. 1,2 Consequently, sulfonyl hydrazides are important building blocks in many total syntheses. 3,4 Traditional methods for the incorporation of sulfonyl groups rely on the use of gaseous sulphur dioxide, whose manipulation is difficult and hazardous.…”

Direct selenosulfonylation of unsaturated compounds: a review

“…1 This methodology does not require laborious isolation or purication intermediates, minimizes the formation of waste and makes synthetic schemes simpler and cleaner. 2 Sulfur-containing organic compounds have found a huge number of applications in many different elds such as medical, pharmaceuticals, agrochemicals, and polymers. 3 Interestingly, more than 280 FDA-approved drugs contain at least one sulfur atom in their structures and many scientists around the world are working on the development of new sulfur-based medicines.…”

“… 1 This methodology does not require laborious isolation or purification intermediates, minimizes the formation of waste and makes synthetic schemes simpler and cleaner. 2 …”

Chemodivergent Sulfonylation of Enynones via Ionic and Radical Addition Modes of Sulfinic Acids

“…With the ever-growing research interests into the sulfonylation of unsaturated C−C bonds, 5 the chemodivergent sulfonylation reactions were designed with enynones that possess alkene and alkyne moieties with different electronic characters (Scheme 1c). Because the sulfonylations of alkenes 6 as well as alkynes 7 were known to proceed under various reaction conditions, it was evident that the chemoselective sulfonyl addition to enynones would be challenging but a good testament for the chemodivergent reaction development. Herein, we report the chemodivergent sulfonyl addition to enynones through different sulfonyl addition modes; the sulfonylation to alkyne moiety via a salt-assisted syn-hydrosulfonylation mode, and the sulfonylation to alkene moiety via an I 2 -assisted sulfonyl radical addition mode.…”