excellent yield, establishing the broad scope of
the platform ( 2 to 11 ). Practical intermolecular,
aliphatic C–H iodination sets the stage for a
range of challenging C–H transformations (vide
infra) ( 27 ). Whereas there are extant methods
available for a subset of these reactions, ex-
amples using substrate as the limiting reagent
remain quite rare; commonly, the alkane is
used in large excess (>5 equivalents) and often
as a reaction solvent. Furthermore, there areno platforms for aliphatic C–H functionaliza-
tion that rival the synthetic scope demonstra-
ted herein with respect to both the diversity of
accessible transformations and the viable
substrates ranging from small molecules toRESEARCH | REPORTSSCIENCEscience.org 4 FEBRUARY 2022•VOL 375 ISSUE 6580 547
Fig. 2. CÐH diversification of small molecules using reagent 1.Yields refer
to combined isolated products or were determined by gas chromatography
(GC),^1 H-NMR, or^19 F-NMR with the addition of internal standard. Percent
functionalizations are provided in examples involving minor regioisomers; see
the supplementary materials for reaction details. *GC yield.†^1 H-NMR yield
using internal standard.‡^19 F-NMR yield using internal standard. §Mixture
of diastereomers, see the supplementary materials. ¶Irradiated with blue light.
#Isolated yield. **Reaction performed under 50 atm methane.