Iridium porphyrin-catalysed asymmetric carbene insertion into primary N-adjacent C–H bonds with TON over 1000000

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)-H bond of N-methyl indoline and N-methyl aniline derivatives. Using chiral iridium porphyrin as a catalyst, chiral β-amino acid derivatives have been obtained with very high yields and excellent ee values (up to 99%), and TONs as high as 84,000 to 1,380,000. The reaction can be readily performed on a 100 g scale while retaining its high efficiency and selectivity. We also show that this iridium catalysis can efficiently access oligomers and polymers of β-amino acid derivatives via stepwise C-H insertion, demonstrating its potential applications in materials science via C-H bond functionalization reactions.

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