TY - JOUR
T1 - Intramolecular 1,3-dipolar cycloaddition as a route to triazolobenzodiazepines and pyrrolobenzodiazepines
AU - Chambers, Christopher S.
AU - Patel, Nilesh
AU - Hemming, Karl
PY - 2010/9/15
Y1 - 2010/9/15
N2 - Intramolecular 1,3-dipolar cycloaddition between an alkyne and an azide leads to a series of 1,2,3-triazolo-fused 1,4-benzodiazepines, 1,2,5-benzothiadiazepines, pyrrolobenzodiazepines and pyrrolobenzothiadiazepines (eight examples). The products are privileged structures in medicinal chemistry. The precursor azido alkynes are obtained, usually as transient intermediates, by treatment of the corresponding aldehydes (derived from α-amino acids) with the Bestmann-Ohira reagent.
AB - Intramolecular 1,3-dipolar cycloaddition between an alkyne and an azide leads to a series of 1,2,3-triazolo-fused 1,4-benzodiazepines, 1,2,5-benzothiadiazepines, pyrrolobenzodiazepines and pyrrolobenzothiadiazepines (eight examples). The products are privileged structures in medicinal chemistry. The precursor azido alkynes are obtained, usually as transient intermediates, by treatment of the corresponding aldehydes (derived from α-amino acids) with the Bestmann-Ohira reagent.
KW - 1,3-Dipolar cycloaddition
KW - Alkyne
KW - Azide
KW - Benzodiazepine
KW - Benzothiadiazepine
KW - Pyrrolobenzodiazepine
UR - http://www.scopus.com/inward/record.url?scp=77955851918&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2010.07.050
DO - 10.1016/j.tetlet.2010.07.050
M3 - Article
AN - SCOPUS:77955851918
VL - 51
SP - 4859
EP - 4861
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 37
ER -