TY - JOUR
T1 - Revisiting Furodiindolines
T2 - One-Pot Synthesis of Furodiindolines Using Indole 2,3-Epoxide Surrogates and Their Synthetic Applications
AU - Abe, Takumi
AU - Aoyama, Sakura
AU - Ohmura, Masami
AU - Taniguchi, Masato
AU - Yamada, Koji
N1 - Funding Information:
This work was financially supported by JSPS KAKENHI Grant No. 16K18849 (T.A.) in Grant-in-Aid for Young Scientists (B).
Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/5/3
Y1 - 2019/5/3
N2 - Furodiindolines have emerged as versatile intermediates in various transformations, which are easily obtained from indole 2,3-epoxide surrogates via a one-pot procedure and allowed access to heterocyclic compounds with structural diversity and complexity. Four types of transformations from the furodiindolines have been achieved: (i) dehydrative rearrangement to afford 2,3′-biindoles, (ii) hydrolysis/cyclization to give 3,4-disubstituted quinolines, (iii) ring-opening/cyclization to give pyrroloindolines, and (iv) aminal cleavage to give a 3,3-disubstituted 2-oxindole.
AB - Furodiindolines have emerged as versatile intermediates in various transformations, which are easily obtained from indole 2,3-epoxide surrogates via a one-pot procedure and allowed access to heterocyclic compounds with structural diversity and complexity. Four types of transformations from the furodiindolines have been achieved: (i) dehydrative rearrangement to afford 2,3′-biindoles, (ii) hydrolysis/cyclization to give 3,4-disubstituted quinolines, (iii) ring-opening/cyclization to give pyrroloindolines, and (iv) aminal cleavage to give a 3,3-disubstituted 2-oxindole.
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U2 - 10.1021/acs.orglett.9b01108
DO - 10.1021/acs.orglett.9b01108
M3 - Article
C2 - 30997809
AN - SCOPUS:85065077698
SN - 1523-7060
VL - 21
SP - 3367
EP - 3371
JO - Organic Letters
JF - Organic Letters
IS - 9
ER -