TY - JOUR
T1 - In Situ Activation of Azaarenes and Terminal Alkynes to Construct Bridged Polycyclic Compounds Containing Isoquinolinones
AU - Shi, Jianyi
AU - Zhu, Zhongzhi
AU - Yang, Zhendong
AU - Lin, Yuqun
AU - Yu, Tong
AU - Zhong, Mingli
AU - Lo, Tsz Woon Benedict
AU - Chen, Xiuwen
AU - Luan, Tiangang
N1 - Publisher Copyright:
© 2024 American Chemical Society.
PY - 2024/2/23
Y1 - 2024/2/23
N2 - A copper-catalyzed [4+2] cyclization reaction of isoquinolines and alkynes is developed for the one-step construction of isoquinolinone derivatives with multisubstituted bridging rings. The unique feature of this three-component tandem cyclization reaction is the functionalization of the C1, N2, C3, and C4 positions of 3-haloisoquinolines via the construction of new C-N, C═O, and C-C bonds. This dearomatization strategy for the synthesis of structurally complex isoquinolinone-bridged cyclic compounds offers good chemoselectivity, broad functional group compatibility, greenness, and high step economy.
AB - A copper-catalyzed [4+2] cyclization reaction of isoquinolines and alkynes is developed for the one-step construction of isoquinolinone derivatives with multisubstituted bridging rings. The unique feature of this three-component tandem cyclization reaction is the functionalization of the C1, N2, C3, and C4 positions of 3-haloisoquinolines via the construction of new C-N, C═O, and C-C bonds. This dearomatization strategy for the synthesis of structurally complex isoquinolinone-bridged cyclic compounds offers good chemoselectivity, broad functional group compatibility, greenness, and high step economy.
UR - https://www.scopus.com/pages/publications/85186199509
U2 - 10.1021/acs.orglett.4c00006
DO - 10.1021/acs.orglett.4c00006
M3 - Journal article
C2 - 38394378
AN - SCOPUS:85186199509
SN - 1523-7060
VL - 26
SP - 2002
EP - 2006
JO - Organic Letters
JF - Organic Letters
IS - 10
ER -