TY - JOUR
T1 - An abbreviated synthesis of 7,12-dimethylbenz[a]anthracene and benzo[c]chrysene metabolites using the Suzuki reaction
AU - Sharma, Arun
AU - Amin, Shantu
AU - Kumar, Subodh
N1 - Funding Information:
This study was supported by NCI Contract NCI-CB-77022-75 and Cancer Center Support Grant CA-17613. We thank Ms. Ilse Hoffmann for editing this manuscript. Address correspondence to Arun K. Sharma, Organic Synthesis Facility, American Health Foundation, 1 Dana Road, Valhalla, NY 10595, USA.
PY - 2002
Y1 - 2002
N2 - Efficient syntheses of important metabolites of 7,12-dimethylbenz[a]anthracene (DMBA) and benzo[c]chrysene (B[c]C), via Suzuki coupling reaction are described. This approach provides an excellent method for the preparation of 3-methoxy-DMBA 5, 10-methoxy-B[c]C 14 and 2-methoxy B[c]C 20, and hence for the corresponding dihydrodiols 6, 15, and 21. Following a similar Suzuki reaction, DMBA-6(5 H)-one 8 was also synthesized in high yield.
AB - Efficient syntheses of important metabolites of 7,12-dimethylbenz[a]anthracene (DMBA) and benzo[c]chrysene (B[c]C), via Suzuki coupling reaction are described. This approach provides an excellent method for the preparation of 3-methoxy-DMBA 5, 10-methoxy-B[c]C 14 and 2-methoxy B[c]C 20, and hence for the corresponding dihydrodiols 6, 15, and 21. Following a similar Suzuki reaction, DMBA-6(5 H)-one 8 was also synthesized in high yield.
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U2 - 10.1080/10406630290026920
DO - 10.1080/10406630290026920
M3 - Article
AN - SCOPUS:0036401214
SN - 1040-6638
VL - 22
SP - 277
EP - 288
JO - Polycyclic Aromatic Compounds
JF - Polycyclic Aromatic Compounds
IS - 3-4
ER -