Synthesis of Indolyl‐1,3‐dienes from β ‐Sulphonyl Aldehydes through One‐Pot Sequential Brønsted Acid/Base Catalysis DOI
Ganesh Karan, Samrat Sahu, Modhu Sudan Maji

и другие.

European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(18)

Опубликована: Апрель 8, 2022

Abstract Introduction of a 1,3‐diene moiety at the C3‐position pyrrole and indole bearing various aliphatic as well aromatic functional groups with good stereoselectivity remains challenging task. Keeping synthetic applicability in mind, an eccentric strategy is developed to synthesize 1,3‐dienyl pyrroles indoles from unprotected employing β‐sulphonyl aldehyde dienylating agent. This method by using one‐pot sequential Brønsted acid/base catalysis strategy. The nucleophilicity transmitted through conjugation eliminate sulfonyl step‐wise manner. Further, this protocol was extended incorporation 1,3,5‐triene unprecedented successive three group elimination. As application strategy, Diels−Alder reaction hydrothiolation were demonstrated.

Язык: Английский

Recent Developments of Palladium- and Rhodium-Catalyzed β-Carbon Elimination Strategies DOI
Austin D. Marchese, Bijan Mirabi, Mark Lautens

и другие.

Synthesis, Год журнала: 2023, Номер 55(15), С. 2285 - 2303

Опубликована: Янв. 22, 2023

Abstract The activation of C–C bonds via transition metal catalysis has become an increasingly popular strategy in organic synthesis. An emerging method to cleave is facilitate a β-carbon elimination using rhodium or palladium catalysis. This elementary step typically relies on thermodynamic driving force, such as the relief ring strain steric strain. More recently, use neopentyl species chelation assistance enabled this difficult transformation. review will cover recent synthetic applications eliminations under and 1 Introduction 2 Chelation-Assisted β-Carbon Elimination Reactions 3 from Neopentyl–Pd Species 4 Pd-Catalyzed Catellani 5 Cyclopropanes 6 Conclusion

Язык: Английский

Процитировано

10

Rh(III)-Catalyzed Dienylation and Cyclopropylation of 1,2,3-Benzotriazinones with Alkylidenecyclopropanes DOI
Yanzhi Liu, Yao‐Fu Zeng,

Jiaohang Wei

и другие.

Organic Letters, Год журнала: 2023, Номер 25(28), С. 5179 - 5184

Опубликована: Июль 6, 2023

Rh (III)-catalyzed dienylation and cyclopropylation of 1,2,3-benzotriazinones with alkylidenecyclopropanes (ACPs) has been achieved. Different from the previous reports 1,2,3-benzotriazinones, triazinone ring remained intact in this C-H bond functionlization reaction. Also, denitrogenative could also be realized by changing reaction temperature. This protocol is featured high E selectivity, wide substrate scope, divergent structures products.

Язык: Английский

Процитировано

7

Rh(iii)-Catalyzed dienylation and cyclopropylation of indoles at the C4 position with alkylidenecyclopropanes DOI
Yanzhi Liu, Yao‐Fu Zeng, Bing Shu

и другие.

Organic Chemistry Frontiers, Год журнала: 2022, Номер 9(16), С. 4287 - 4293

Опубликована: Янв. 1, 2022

Herein, we report a Rh( iii )-catalyzed C–H functionalization of indoles at the C4 position with alkylidenecyclopropanes (ACPs).

Язык: Английский

Процитировано

7

Transition Metal‐Catalyzed C2 and C3 Functionalization of Indoles DOI Open Access

Pinki Sihag,

Meledath Sudhakaran Keerthana,

Masilamani Jeganmohan

и другие.

Опубликована: Март 25, 2023

Transition metal-catalyzed C2 and C3 functionalization of indoles has been summarized in this article. This chapter encompasses a wide range useful directed non-directed transformations. article highlights selective with respect to C–H arylation, alkenylation, alkynylation, acylation, nitration, borylation, annulations, amidation using coupling partners.

Язык: Английский

Процитировано

0

Synthesis of Indolyl‐1,3‐dienes from β ‐Sulphonyl Aldehydes through One‐Pot Sequential Brønsted Acid/Base Catalysis DOI
Ganesh Karan, Samrat Sahu, Modhu Sudan Maji

и другие.

European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(18)

Опубликована: Апрель 8, 2022

Abstract Introduction of a 1,3‐diene moiety at the C3‐position pyrrole and indole bearing various aliphatic as well aromatic functional groups with good stereoselectivity remains challenging task. Keeping synthetic applicability in mind, an eccentric strategy is developed to synthesize 1,3‐dienyl pyrroles indoles from unprotected employing β‐sulphonyl aldehyde dienylating agent. This method by using one‐pot sequential Brønsted acid/base catalysis strategy. The nucleophilicity transmitted through conjugation eliminate sulfonyl step‐wise manner. Further, this protocol was extended incorporation 1,3,5‐triene unprecedented successive three group elimination. As application strategy, Diels−Alder reaction hydrothiolation were demonstrated.

Язык: Английский

Процитировано

0