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Direct intramolecular C(sp)-H bond sulfonamidation to synthesize benzosultam derivatives under metal-free conditions

Organic Chemistry Frontiers, ISSN: 2052-4129, Vol: 8, Issue: 24, Page: 6888-6894
2021
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Direct C(sp3)-H bond amination has become a hot topic due to its high efficiency in converting the C(sp3)-H bond to the C-N bond. Herein, we report an efficient intramolecular C(sp3)-H bond sulfonamidation under metal-free conditions, which provides a straightforward method for the synthesis of 5-membered cyclic sulfonamides (benzosultams). This protocol avoids the use of metal catalysts, oxidants, and any additives. Mechanistic experiments and DFT calculations revealed that the reaction proceeds through a proton transfer coupled with the SN2 (PTSN2) process, which is different from other pathways. This journal is

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