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14.4.18.1.1.1.1.2 Method 2: Suzuki–Miyaura Cross Coupling of (2-Hydroxyaryl)boronic Acids with 2-Bromobenzoates

DOI: 10.1055/sos-SD-114-00529

Gao, W.-C.; Tian, J., Science of Synthesis Knowledge Updates, (2020) 3, 266.

6H-Dibenzo[b,d]pyran-6-one derivatives ‌7‌ can also be prepared from methyl 2-bromobenzoates ‌5‌ and (2-hydroxyaryl)boronic acids ‌6‌. Suzuki–Miyaura cross coupling followed by spontaneous lactonization gives 6H-dibenzo[b,d]pyran-6-ones ‌7‌ bearing electron-donating or -withdrawing groups on both aromatic rings in good to excellent yields (‌Scheme 3‌).[‌5‌]

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M MMe MMe M M M M 88 [‌8‌]
M M M Me M M M 88 [‌8‌]
Me M M M M M M 88 [‌8‌]
M M M Me M M M 88 [‌8‌]
M M M M M M M 88 [‌8‌]
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(MM=MM)8 M M M M M 88 [‌8‌]
M M MM8Me M M M M 88 [‌8‌]
M M MM8 M M M Me 88 [‌8‌]
M M M M Me M M 88 [‌8‌]
M M MM8 M M M MMe 88 [‌8‌]
M M Me M M Me M 88 [‌8‌]
M M MM8 M M M MM 88 [‌8‌]

Meeeeeeeeeee Meeeeeeee

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References

[5] Meeeeeeeeeee, M.; Meeeeeeeeee, M., M. Meee. Meee., (8888) 88, 888.

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