Derivatives of 1,4-diazabicyclo[2.2.2]octane (triethylenediamine)

Abstract

where anticipated (the shift between «-methyls is 0.31 p.p.m. for isopropyl and 0.26 p.p.m. for sec-butyl; the shift between /3-methyls is ~0.1 p.p.m. for sec-butyl and 0.07 p.p.m. for isobutyl; S-CH3 is a sharp singlet at -2.00 p.p.m. The benzylic CH2 protons are a moderately sharp doublet (8.1 ± 0.2 Hz at -3.92 p.p.m.) for benzyl and broad doublet (7 Hz at -3.90 p.p.m.) for p-hydroxy benzyl. Other CH and CH2 protons in the R groups are not seen well because of interference by the ring protons. The acid OH proton was seen in the range -13 to -15 p.p.m. For the combined OH and COOH proton line was at -13.17 p.p.m.

Switchable and Scalable Heteroarylation of Primary Amines with 2-Chlorobenzothiazoles under Transition-Metal-Free and Solvent-Free Conditions

“…All of the common reagents, including 2-chlorobenzothiazoles and primary amines, were purchased from commercial suppliers and used as received. The p K aH values of LDA, bpy, 1,10-phen, pyr, DABCO, and DIPEA could be found from the corresponding references, while those of the other bases were derived from the following link: .…”

“…All of the common reagents, including 2-chlorobenzothiazoles and primary amines, were purchased from commercial suppliers and used as received. The pK aH values of LDA, 62 bpy, 54 1,10-phen, 54 pyr, 54 DABCO, 63 and DIPEA 64 could be found from the corresponding references, while those of the other bases were derived from the following link: https://organicchemistrydata.org/hansreich/ resources/pka/#pka_general. General Procedures for the C−N Cross-Coupling of 2-Chlorobenzothiazoles and Primary Amines.…”