TY - JOUR
T1 - Aromatic Homo-Nazarov-Type Cyclization of Benzonorcaradienes
T2 - Stereoselective Synthesis of Hydrochrysenes
AU - An, Caiyun
AU - Bi, Hongyan
AU - Wang, Sunewang R.
N1 - Publisher Copyright:
© 2023 American Chemical Society.
PY - 2023/2/17
Y1 - 2023/2/17
N2 - Formal homo-Nazarov cyclization of benzonorcaradienes produced by intramolecular hydroarylation of arylated alkynylcyclopropanes promoted by TfOH has been described, providing stereoselective access to highly substituted hydrochrysenes. An unprecedented 1,2-acyl migration occurred for the 2-heteroaroyl substrates, thus giving the same products as their 3-heteroaroyl analogs. Moreover, these products could be readily oxidized by air to fully π-conjugated chrysenes after decarboxylation.
AB - Formal homo-Nazarov cyclization of benzonorcaradienes produced by intramolecular hydroarylation of arylated alkynylcyclopropanes promoted by TfOH has been described, providing stereoselective access to highly substituted hydrochrysenes. An unprecedented 1,2-acyl migration occurred for the 2-heteroaroyl substrates, thus giving the same products as their 3-heteroaroyl analogs. Moreover, these products could be readily oxidized by air to fully π-conjugated chrysenes after decarboxylation.
UR - https://www.scopus.com/pages/publications/85147963863
U2 - 10.1021/acs.joc.3c00052
DO - 10.1021/acs.joc.3c00052
M3 - 文章
AN - SCOPUS:85147963863
SN - 0022-3263
VL - 88
SP - 2670
EP - 2674
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 4
ER -