TY - JOUR
T1 - Pd-catalyzed orthogonal Knoevenagel/Perkin condensation-decarboxylation- heck/Suzuki sequences
T2 - Tandem transformations of benzaldehydes into hydroxy-functionalized antidiabetic stilbene-cinnamoyl hybrids and asymmetric distyrylbenzenes
AU - Sharma, Naina
AU - Sharma, Abhishek
AU - Shard, Amit
AU - Kumar, Rakesh
AU - Saima,
AU - Sinha, Arun K.
PY - 2011/9/5
Y1 - 2011/9/5
N2 - Tandem reactions that involve chemoselective Knoevenagel/Perkin condensation-decarboxylation-Heck/Suzuki coupling or Heck-aldol sequences have been achieved. This enabled the first concise and efficient synthesis of several important hydroxy-functionalized compound classes, such as stilbene-cinnamoyl hybrids (potent protein tyrosine phosphatase1B inhibitors), cinnamoyl-cinnamic acid hybrids, asymmetric distyrylbenzenes, and biarylstyrenes. Previously reported synthesis require multiple steps and protection/deprotection manipulations.
AB - Tandem reactions that involve chemoselective Knoevenagel/Perkin condensation-decarboxylation-Heck/Suzuki coupling or Heck-aldol sequences have been achieved. This enabled the first concise and efficient synthesis of several important hydroxy-functionalized compound classes, such as stilbene-cinnamoyl hybrids (potent protein tyrosine phosphatase1B inhibitors), cinnamoyl-cinnamic acid hybrids, asymmetric distyrylbenzenes, and biarylstyrenes. Previously reported synthesis require multiple steps and protection/deprotection manipulations.
KW - Ci-C coupling
KW - condensation
KW - olefination
KW - palladium
KW - stilbenoids
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U2 - 10.1002/chem.201101174
DO - 10.1002/chem.201101174
M3 - Article
C2 - 21812043
AN - SCOPUS:80052256611
SN - 0947-6539
VL - 17
SP - 10350
EP - 10356
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 37
ER -