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Metal-free, photoinduced remote C(sp3)-H borylation.


ABSTRACT: Here, we describe a protocol for the metal-free, photo-induced borylation of unactivated C(sp3)-H bonds distal to an O-oxalate hydroxamic ester functionality. The methodology requires only substrate and bis(catecholato)diboron under light irradiation to effect the desired transformation. A range of linear and cyclic tertiary and secondary borylation products are obtained in good yields and high site-selectivity enabling the late-stage C(sp3)-H borylation of natural product derivatives and drug-like compounds.

SUBMITTER: He J 

PROVIDER: S-EPMC10498503 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature

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Metal-free, photoinduced remote C(sp<sup>3</sup>)-H borylation.

He Jiachen J   Cook Silas P SP  

Chemical science 20230822 35


Here, we describe a protocol for the metal-free, photo-induced borylation of unactivated C(sp<sup>3</sup>)-H bonds distal to an <i>O</i>-oxalate hydroxamic ester functionality. The methodology requires only substrate and bis(catecholato)diboron under light irradiation to effect the desired transformation. A range of linear and cyclic tertiary and secondary borylation products are obtained in good yields and high site-selectivity enabling the late-stage C(sp<sup>3</sup>)-H borylation of natural p  ...[more]

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