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A novel palladium-catalyzed azathiolation of carbon monoxide using sulfenamide (RSNR‘ 2 ) ( 1 ) is described to provide thiocarbamate 2 in good yields. The mechanistic proposal includes the following: (1) insertion of CO into Pd−S bond of Pd(SR) 2 (PPh 3 ) n 4 to provide Pd[C(O)SR](SR)(PPh 3 ) n 5 and (2) σ-bond metathesis between S−N and Pd−C(O) bonds to afford 2 with the regeneration of 4 .
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Kuniyasu et al. (1999) studied this question.
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