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Catalyst-free reductive cyclization of bis(2-aminophenyl) disulfide with CO2 in the presence of BH3NH3 to synthesize 2-unsubstituted benzothiazole derivatives.


ABSTRACT: An efficient and catalyst-free methodology for the reductive cyclization of various disulfides using BH3NH3 as a reductant and CO2 as a C1 resource was developed. The desired 2-unsubstituted benzothiazole derivatives were obtained in good to excellent yields. Moreover, mechanism investigation demonstrated that BH3NH3 played an important role in the formation of benzothiazole. As a reducing agent, BH3NH3 reduced CO2 and cleaved the S-S bond of the disulfide efficiently. In addition, the N-H bond of the amino group was also activated by BH3NH3. To the best of our knowledge, this is an unprecedented catalyst-free protocol for the synthesis of 2-unsubstituted benzothiazole from bis(2-aminophenyl) disulfide and CO2.

SUBMITTER: Li X 

PROVIDER: S-EPMC9208316 | biostudies-literature |

REPOSITORIES: biostudies-literature

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