A mild and regioselective method for the preparation of unsymmetrical biaryl sulfides using iron(III) catalysis is described. Activation of N-(arylthio)succinimides using the powerful Lewis acid iron(III) triflimide allowed the efficient thiolation of a range of arenes, including anisoles, phenols, acetanilides, and N-heterocycles. The method was applicable for the late-stage thiolation of tyrosine and tryptophan derivatives and was used as the key step for the synthesis of pharmaceutically relevant biaryl sulfur-containing compounds such as the antibiotic dapsone and the antidepressant vortioxetine. Kinetic studies revealed that while N-(arylthio)succinimides bearing electron-deficient arenes underwent thioarylation catalyzed entirely by iron(III) triflimide, N-(arylthio)succinimides with electron-rich arenes displayed an autocatalytic mechanism promoted by the Lewis basic product.
This study examined the value researchers assign to specific research activities and the assignment of authorship relative to the reported contributions to these tasks. All single, first, and second authors of empirical articles in the 1989 volume of the Journal of Consulting and Clinical Psychology were surveyed by mail. “Writing the paper” and “Having the idea” were the two research tasks most highly valued. Most authors followed the weighted value of each author's contribution to the completion of the research, but for some the order of authorship was misplaced and in some cases assigned when the person had made no direct contribution. The merit of having discipline-wide standardized guidelines for research activities was discussed.
A two-step synthesis of phenothiazines has been developed using a dual-catalytic ortho-thioarylation reaction of anilines as the key step. Activation of N-(2-bromophenylthio)succinimide was achieved using the super Lewis acid, iron(III)...
Phenoxathiins are an important class of sulfur-containing heterocycle, found as the core component in numerous pharmaceutically active agents and materials. Despite this importance, there are relatively few methods for the...
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