TY - JOUR
T1 - Brønsted base-catalyzed 1,2-addition/[1,2]-phospha-Brook rearrangement sequence providing functionalized phosphonates
AU - Kondoh, Azusa
AU - Terada, Masahiro
N1 - Funding Information:
This research was supported by a Grant-in-Aid for Scientific Research on Innovative Areas “Hybrid Catalysis for Enabling Molecular Synthesis on Demand” (JP17H06447) from MEXT (Japan).
Publisher Copyright:
© 2022 The Royal Society of Chemistry
PY - 2022/3/14
Y1 - 2022/3/14
N2 - A new methodology for the introduction of functional groups into an organic molecule in which a keto or a formyl group is used as the connecting site was developed by utilizing the 1,2-addition/[1,2]-phospha-Brook rearrangement sequence under Brønsted base catalysis. The reaction of aromatic aldehydes and ketones with phosphinates having functional groups such as alkynyl, bromoalkyl, N-Boc amino, and boryl groups efficiently proceeded with the aid of phosphazene base P2-tBu as the catalyst, providing densely functionalized phosphonates in good yields.
AB - A new methodology for the introduction of functional groups into an organic molecule in which a keto or a formyl group is used as the connecting site was developed by utilizing the 1,2-addition/[1,2]-phospha-Brook rearrangement sequence under Brønsted base catalysis. The reaction of aromatic aldehydes and ketones with phosphinates having functional groups such as alkynyl, bromoalkyl, N-Boc amino, and boryl groups efficiently proceeded with the aid of phosphazene base P2-tBu as the catalyst, providing densely functionalized phosphonates in good yields.
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U2 - 10.1039/d2ob00256f
DO - 10.1039/d2ob00256f
M3 - Article
C2 - 35302579
AN - SCOPUS:85127636530
SN - 1477-0520
VL - 20
SP - 2863
EP - 2866
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 14
ER -