. 2023 Aug 9;88(16):11980–11991. doi: 10.1021/acs.joc.3c01269

Table 4. Hirao Reaction between Substituted Arylboronic Acids and Diethyl Phosphite.

entry	Z	conversion (%)^a	proportion of 4 (%)^a^,^b	yield (%)
1	H	100	95	83 (1d)
2	4-Me	100	100	77 (4f)
3	2-Me	100	100	78 (4g)
4	3-Me	100	100	80 (4h)
5	4-F	100	100	77 (4i)
6	4-Cl	100^c	81	66 (4j)
7	3-Cl	100^d	84	71 (4k)

On the basis of relative ³¹P NMR intensities.

The average of two or three parallel experiments.

19% of (EtO)₂PhPO as the byproduct.

16% of (EtO)₂PhPO as the byproduct.