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. Author manuscript; available in PMC: 2022 Aug 20.
Published in final edited form as: ACS Catal. 2021 Aug 5;11(16):10351–10361. doi: 10.1021/acscatal.1c03092

Figure 1.

Figure 1.

Various ways of generating complexity from simple precursors. (A) Application of photocycloaddition to prepare syn- and anti-spiroindane pyrrolidines. (B) Nickel-catalyzed method complementary to panel (A) of synthesizing indanyl amines through the reductive coupling of ortho-haloaryl pyrrolines and olefins. (C) Nickel was superior to palladium, which forms too stable a complex upon oxidative addition (1, CCDC 2082427) (D). Treating o-bromophenylpyrroline, o-BPP, with stoichiometric nickel at elevated temperature leads to the formation of syn adduct 2, the homocoupled biaryl 3, and reduced 2-phenylpyrroline.