One-pot synthesis of 2-sulfanyl-3-sulfinyl(or sulfonyl)-1H-indoles via cyclization of 1-isothiocyanato-2-[sulfinyl(or sulfonyl)methyl]benzenes with sodium hydride

A One-Pot Approach to Pyridyl Isothiocyanates from Amines

“…Numerous methods for preparing ITCs have been developed using different starting materials such as amines [13,14,15,16,17,18,19], tertiary alcohols [20], halides [21,22], nitrile oxides [23], azides [5], isocyanides [24,25]. Among these starting materials, amines are usually employed because of their broad availability and versatility.…”

Temperature Controlled Selective C–S or C–C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides

“…Moreover, controlling desulfonylation or over-reduction of sulfonyl groups is a challenging task. , In such cases, the reoxidation of the corresponding sulfides becomes necessary to reinstate the desired sulfonyl moiety . Consequently, additional reaction steps are required, usually involving strong oxidants and harsh reaction conditions, which are incompatible with a variety of functional groups …”

“…10,14 In such cases, the reoxidation of the corresponding sulfides becomes necessary to reinstate the desired sulfonyl moiety. 15 Consequently, additional reaction steps are required, 16 usually involving strong oxidants and harsh reaction conditions, which are incompatible with a variety of functional groups. 17 The direct aryl sulfonylation of nonactivated heteroaromatics, arguably the most straightforward way to sulfonyl-containing heterocycles, has to date not been accomplished.…”