Table 2. Basic Substrate Scope: Evaluating the Most Common 5- and 6-Membered Nitrogen-Heteroaromatics in FDA-Approved Drugs^a.

^aReaction conditions: substrate (50 mg), water (35 mL), EtOH (1 mL), pH 8.5 buffer (0.7 mL), pre-cut purple carrots (10 g), in an Erlenmeyer flask, stirred at 250 rpm, rt, 48 h. Isolated yields are provided. The er was determined by chiral SFC or HPLC. Reaction times: ^a12 h, ^b24 h, ^c72 h. N.R.: no reaction. The substitution patterns of nitrogen-heteroaromatics with a frequency of over 10 in FDA-approved drugs are highlighted in the boxes (marked with the “club” symbol), whereas the corresponding patterns of quinazoline, quinoline, and pyrazine are not listed as not enough statistical data has been reached yet (frequency <10). E.g., for thiazole, “28/30” means that among 30 FDA-approved thiazole-containing drugs, 28 bear a substituent at this site.