Deprotection of N-Alloc amines by Pd(0)/DABCO—an efficient method for in situ peptide coupling of labile amino acids

1,4-Diazabicyclo[2.2.2]octane (DABCO) as a useful catalyst in organic synthesis

“…DABCO was found to be especially effective for the deprotection of the NAlloc group, resulting in short reaction times (10-20 min) and allowing the coupling of amino acids that are unstable in unprotected forms (Scheme 9) [19].…”

A facile one-pot synthesis of novel 1-substituted 2-(8-hydroxyquinolin-5-yl)-1,5,6,7-tetrahydro-6,6-dimethyl- 4H-indol-4-one derivatives

“…Chemical shifts are expressed in ppm. 13 C NMR spectra were measured on a Varian EM-200, 50 MHz spectrometer. Mass spectra were determined on a JEOL JMS-600 spectrometer.…”

“…12 In recent years, 1,4-diazabicyclo[2.2.2]octane (DABCO) has emerged as a promoter for various organic reactions. [13][14][15][16][17] DABCO is an organic base that can act as a nucleophile. In view of this, and as part of our work on multi-component reactions, [18][19][20][21][22] we here report a simple, practical, and generally three-component reaction for the synthesis of novel indole derivatives by one-pot three-component reaction of 5-chloroacetyl-8-hydroxyquinoline, alkyl-, aryl-and heteroaryl-amines, and dimedone; the reaction is catalyzed by DABCO.…”

DABCO-Promoted Efficient and Convenient Synthesis of Benzofurans

“…1,4-Diazabicyclo[2,2,2]octane (DABCO) has been employed as a organic-hindered base for various organic reactions such as deprotection of peptides, [15] as a catalyst for the Baylis-Hillman reaction, [16] isoxazole preparation [17] o-alkylation of phenols, [18] and deprotection of benzylic trimethylsilyl ethers. [19] To the best of our knowledge, there is no report on the synthesis of benzofuran using organic bases.…”