Aza-[4+2]-cycloaddition of benzocyclobutenones into isoquinolinone derivatives enabled by photoinduced regio-specific C–C bond cleavage DOI Creative Commons
Xiaoming Feng, Liangkun Yang, Shiyang Li

и другие.

Research Square (Research Square), Год журнала: 2024, Номер unknown

Опубликована: Авг. 19, 2024

Abstract The activation of C−C bond benzocyclobutenones under mild reaction conditions remains a challenge. We herein report photoinduced catalyst-free regio-specific C1−C8 cleavage benzocyclobutenones, enabling the generation versatile ortho-quinoid ketene methides for aza-[4 + 2]-cycloaddition with imines, which offers facile route to isoquinolinone derivatives, including seven family members protoberberine alkaloids, gusanlung A, B, D, 8-oxotetrahydroplamatine, tetrahydrothalifendine, tetrahydropalmatine, and xylopinine. Furthermore, catalytic enantioselective version this strategy was realized by merging synergistic photocatalysis chiral Lewis acid catalysis. Mechanistic studies provided compelling evidence rationalize photoisomerization/cycloaddition cascade process.

Язык: Английский

Asymmetric catalytic concise synthesis of 3-(3-indolomethyl)-oxindoles for the construction of trigolute analogs DOI

Zun Yang,

Zheng Jiang, Zheng Tan

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(78), С. 10926 - 10929

Опубликована: Янв. 1, 2024

In this paper, a newly asymmetric catalytic construction of 3-(3-indolomethyl)oxindoles was developed. Taking use method as the key step, concise syntheses trigolute analogs accomplished.

Язык: Английский

Процитировано

1
Aza-[4+2]-cycloaddition of benzocyclobutenones into isoquinolinone derivatives enabled by photoinduced regio-specific C–C bond cleavage DOI Creative Commons
Xiaoming Feng, Liangkun Yang, Shiyang Li

и другие.

Research Square (Research Square), Год журнала: 2024, Номер unknown

Опубликована: Авг. 19, 2024

Abstract The activation of C−C bond benzocyclobutenones under mild reaction conditions remains a challenge. We herein report photoinduced catalyst-free regio-specific C1−C8 cleavage benzocyclobutenones, enabling the generation versatile ortho-quinoid ketene methides for aza-[4 + 2]-cycloaddition with imines, which offers facile route to isoquinolinone derivatives, including seven family members protoberberine alkaloids, gusanlung A, B, D, 8-oxotetrahydroplamatine, tetrahydrothalifendine, tetrahydropalmatine, and xylopinine. Furthermore, catalytic enantioselective version this strategy was realized by merging synergistic photocatalysis chiral Lewis acid catalysis. Mechanistic studies provided compelling evidence rationalize photoisomerization/cycloaddition cascade process.

Язык: Английский

Процитировано

0