I alredy tried with thp protected 3-indazole iodo and bromo compound but idid not get desired product with Koac and pd catalyst.most of the cases i got dimer and sm remained
dear prasad, Did u mean bispinacalato diborane and pd(oac)2
I think you should use iodo compound in a suitable solvent and cool it to -78 C with dry ice bath in a stirckly inert condition add n butyl lithum in it and after stirring at -78 C for half an hour add tri iso propylborate in a dropwise manner in it and allow to stirr for couple of hour at the same atmosphere n reaction condition and then gradually at room temperature.
monitor reaction progress by TLC for the complete conversion.
see the attached link for some detail.
good luck for the synthesis.
http://www.wiley-vch.de/books/sample/3527309918_c01.pdf
Try to prepare a Grignard reagent with your protecetd iodo or bromoindazole and react the the Grignard with methyl borate. You shoudl get your acid after acidic hydrolysis.
dear Jigar Soni,Yasinalli and Wayiza Masamba we tried both reactions on thp protected 3-iodo indazole and analysis did not match with desired product and observed as des iodo
How about you protect your basic nitrogen prior to coupling?
Probably the problem is unstability of appropriate boronic acid and its common ester - boroxolane (obtained from bispinacolato diboron ). The probable mechanism of decomposition could associated with protodeboronation. To overcome this problem you could try to obtain stable esters, e.g. MIDA Boronates. Some links are placed below:
J. Am. Chem. Soc., 2009, 131 (20), pp 6961–6963 http://pubs.acs.org/doi/abs/10.1021/ja901416p
Org. Lett., 2010, 12 (10), pp 2314–2317
http://pubs.acs.org/doi/abs/10.1021/ol100671v
Angewandte Chemie International Edition
Volume 51, Issue 11, pages 2667–2672, March 12, 2012
http://onlinelibrary.wiley.com/doi/10.1002/anie.201108608/abstract;jsessionid=9E58EBE4BE9A1AAF018CD3C19CEE8592.d01t03
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