What can be the best alternative for EDC, DMAP as catalyst for carboxylates? I want to skip DMAP actually.
Dear Haroon Rashid,
Triphenylphosphine and mainly its supported form. Aren't you dealing with a Mitsunobu reaction conditions ? Regards
Dear all,
the following links on RG are all on the subject of Steglish reaction. Regards
https://www.researchgate.net/post/Steglich_Esterification_R_OH_RCOOH_RCOOR_with_EDC_DMAP_DCM/amp
https://www.researchgate.net/post/Whats_the_best_way_for_removing_extra_DCC_and_DMAP_in_an_esterification_reaction/amp
https://www.researchgate.net/post/Steglich_Esterification2/amp
https://www.researchgate.net/post/Steglich_esterification_solvents_DCC_DMAP_Coupling_What_are_the_implications_of_using_THF_as_the_solvent_in_this_reaction_instead_of_DCM_DMF/amp
I am working on an esterification reaction but I dont want DMAP here as catalyst as it is creating problem for me. So, I need some other procedure instead of steglich to activate carboxylate.
Dear Ong, Thank you for your suggestion. Actually, its act as base and I am dealing with carboxyl boronate, and boronate easily gets unstable due to this base. So, I need any catalyst which donot disturb boronates and just activate the carboxyl group of boronate with polyols, i am using, to make an ester.
There's an odd esterification method involving CBr4 that's fairly selective, but might work, depending on the structures of your substrates:
http://onlinelibrary.wiley.com/doi/10.1002/jccs.200300014/epdf
Also worth looking into are the many metal-based esterification catalysts (Ti, Zr, Sn, etc.) See attached review.
Mr. H. Rasheed,
Better you can also try with DBU, DABCO, Morpholine, Pyrrolidine, NMP.
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