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. Author manuscript; available in PMC: 2018 Feb 20.
Published in final edited form as: Org Lett. 2017 Aug 4;19(16):4263–4266. doi: 10.1021/acs.orglett.7b01911

Table 1.

Preparation of Air-Stable, Storable Palladium Reagents of Interest in Chemical Biologya and Subsequent S-Arylation of an Unprotected Peptideb

graphic file with name nihms934643u2.jpg

name Ar X isolated yield of OA (%) S-arylation (%)
OA-20 graphic file with name nihms934643t1.jpg OTf 94 99
OA-21 graphic file with name nihms934643t2.jpg Br 99 99
OA-22 graphic file with name nihms934643t3.jpg Cl 86 99
OA-23 graphic file with name nihms934643t4.jpg Br 82 99
OA-24 graphic file with name nihms934643t5.jpg Cl 94 99
OA-25 graphic file with name nihms934643t6.jpg Br 99 99
a

Reported isolated yields are an average of two runs after purification.

b

S-Arylation conversions determined by LC-MS analysis of the crude mixture; see SI for details.