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. Author manuscript; available in PMC: 2016 Mar 3.
Published in final edited form as: Nature. 2015 Aug 26;525(7567):87–90. doi: 10.1038/nature14885

Figure 3. Substrate scope for the alkylation of heteroaromatic C–H bonds with alcohols via the dual photoredox organocata-lytic platform.

Figure 3

A broad range of heteroaromatics and alcohols are efficiently coupled to produce alkylated heterocycles under the standard reaction conditions (top, generalized reaction). (a) A variety of isoquinolines, quinolines, phthalazines, phenanthridines, and pyridines are efficiently methylated using methanol as the alkylating reagent. (b) A diverse selection of alcohols serve as effective alkylating agents in this dual catalytic protocol. (c) Ethers are also amenable to the transformation – the products are the corresponding ring opened alcohols. (d) Two pharmaceuticals, fasudil and milrinone, can be alkylated using this protocol, demonstrating its utility in late-stage functionalization. Isolated yields are indicated below each entry. See Supplementary Information for experimental details.