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A substrate-regulated divergent addition of N -sulfonyl ketimines to bicyclo1.1.0butanes (BCBs) was developed using a photoinduced energy transfer strategy. The 2π+2σ cycloaddition of BCBs with saccharin-derived cyclic ketimines yields benzosultam-fused aza-BCHs with good yields and excellent diastereoselectivity. In contrast, reactions of chain N -sulfonyl ketimines with BCBs produce 1,3-fully substituted cyclobutanes via energy-transfer-induced N–S bond homolysis. The ease of large-scale synthesis and derivatizations of products highlight their application potentials.
Tian et al. (Thu,) studied this question.