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. 2020 Mar 3;11(12):3355–3364. doi: 10.1039/c9sc03666k

Descriptions of ten reaction classes and the fraction of USPTO_50K and USPTO_MIT.

Reaction class Reaction name Fraction of USPTO_50k (%) Fraction of USPTO_MIT (%)
1 Heteroatom alkylation and arylation 30.3 29.9
2 Acylation and related processes 23.8 24.9
3 C–C bond formation 11.3 13.4
4 Heterocycle formation 1.8 0.7
5 Protections 1.3 0.3
6 Deprotections 16.5 14.1
7 Reductions 9.2 9.4
8 Oxidations 1.6 2.0
9 Functional group interconversion (FGI) 3.7 5.0
10 Functional group addition (FGA) 0.5 0.2