Selective synthesis of spiro[4,5]trienyl acetates via an intramolecular electrophilic ipso-iodocyclization process.
A general and efficient intramolecular electrophilic ipso-iodocyclization of para-unactivated arylalkynes has been developed for the synthesis of spiro[4,5]trienyl acetates. In the presence of NIS (N-iodosuccimide) and HOAc, para-unactivated arylalkynes, including N-arylpropiolamides and phenyl 3-phenylpropiolate, underwent the intramolecular electrophilic ipso-iodocyclization smoothly in moderate to good yields.
Tang
Bo-Xiao
BX
Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research, Hunan Normal University, Changsha, China.
Tang
Dong-Jun
DJ
Tang
Shi
S
Yu
Quan-Fu
QF
Zhang
Yue-Hua
YH
Liang
Yun
Y
Zhong
Ping
P
Li
Jin-Heng
JH
D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy
D000085:Acetates